Non-peptidic Macrocycle Database

MC-0085

Name
Unique ID		MC-0085
Original ID		CHEMBL532 (Naylor et al., 2018)
Common Name		Erythromycin
Structure Representations
InchiKey		ULGZDMOVFRHVEP-RWJQBGPGSA-N
Isomeric SMILES		CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O
SMILES (Ring)		C1CCCCCCOCCCCCC1
Permeability
Assay		Caco-2
Endpoint		P_app
Value		1
Unit		10^-6 cm/s
Standardized Value		-6.00
Molecule Descriptors
MW (Da)	733.94	NRotB	7
HBA	14	Kier Index (Φ)	14.71
HBD	5	AR	0.00
cLogP	1.79	Fsp³	0.95
TPSA (Å²)	193.91	MRS	14
Unique ID: ID for each unique molecule in this dataset; Original ID: The name or ID in original source; Standaridized value: Logarithmic values for permeability values (unit 10^-6 cm/s), original data with sign '<' or '>' were removed during data standardization
Abbreviations: MW (Da): Molecular Weight; HBA: Hydrogen bond acceptor; HBD: Hydrogen bond donor; cLogP: Calculated lipophilicity; TPSA: Topological polar surface area; NRotB: Number of rotatable bonds; Φ: Kier flexibility Index: Fsp³: fraction of sp³ carbon atoms; MRS: macrocyclic ring size; AR: Amide ratio;

Name	MW(Da)	HBA	HBD	cLogP	TPSA(Å²)	Kier Index (Φ)
MC-0085	733.94	14	5	1.79	193.91	14.71
MC-0086	747.96	14	4	2.44	182.91	15.31
MC-0087	837.06	17	5	2.21	216.89	18.80
MC-0089	812.02	14	1	4.93	171.85	14.58
MC-3393	837.06	17	5	2.21	216.89	18.80
MC-3805	508.65	8	4	2.96	125.68	8.91
MC-3806	504.62	10	4	1.34	159.82	10.72
MC-3807	550.73	8	4	3.89	125.68	9.63
MC-3827	733.94	14	5	1.79	193.91	14.71
MC-3828	575.74	11	5	0.86	166.22	11.74
MC-3829	719.91	14	6	1.44	202.70	14.48
MC-3830	590.76	12	6	1.12	181.74	12.18
MC-3831	764.95	15	6	2.06	229.25	14.97
MC-3832	735.95	14	6	1.58	197.07	14.97
MC-3950	747.96	14	4	2.44	182.91	15.31
MC-3956	835.09	16	5	2.20	196.33	17.43
MC-4457	837.06	17	5	2.21	216.89	18.80

Name	Assay	Endpoint	Value	Unit	Standardized Value	Source
MC-0085	Caco-2	ER	79.53		79.53	(Li et al., 2018)
MC-0085	Caco-2	ER	74.5		74.50	(Nožinić et al., 2010)
MC-0085	Caco-2	ER	33		33.00	(Rossi Sebastiano et al., 2018)
MC-0085	Caco-2	ER	16.92		16.92	(Jing et al., 2014)
MC-0085	MDCK	ER	14.4		14.40	ChEMBL
MC-0085	MDCK	ER	12.7		12.70	(Nožinić et al., 2010)
MC-0085	MDCK	ER	8.5		8.50	(Lin et al., 2011)
MC-0085	Caco-2	ER	7.1		7.10	(Lin et al., 2011)
MC-0085	MDCK	ER+Inh.	6.4		6.40	(Nožinić et al., 2010)
MC-0085	Caco-2	ER+Inh.	6		6.00	(Lin et al., 2011)
MC-0085	Caco-2	ER+Inh.	2.7		2.70	(Lin et al., 2011)
MC-0085	Caco-2	ER+Inh.	2.6		2.60	(Nožinić et al., 2010)
MC-0085	Caco-2	ER+Inh.	1.5		1.50	(Rossi Sebastiano et al., 2018)
MC-0085	Caco-2	ER+Inh.	0.5		0.50	(Lin et al., 2011)
MC-0085	Caco-2	Papp BA	18.8	10^-6 cm/s	-4.73	(Rossi Sebastiano et al., 2018)
MC-0085	Caco-2	Papp BA	15.11	10^-6 cm/s	-4.82	(Li et al., 2018)
MC-0085	Caco-2	Papp BA	13.39	10^-6 cm/s	-4.87	(Do et al., 2019)
MC-0085	MDCK	Papp BA	128.7 ± 8.7	nm/s	-4.89	(Nožinić et al., 2010)
MC-0085	Caco-2	Papp BA	10.4	10^-6 cm/s	-4.98	(Adebesin et al., 2019)
MC-0085	Caco-2	Papp BA	9.89	10^-6 cm/s	-5.00	(Jing et al., 2014)
MC-0085	Caco-2	Log Papp BA	-5.15		-5.15	(Gozalbes et al., 2011)
MC-0085	Caco-2	Papp BA	6.8	10^-6 cm/s	-5.17	(Lin et al., 2011)
MC-0085	Caco-2	Papp BA	63.8 ± 3.3	nm/s	-5.20	(Nožinić et al., 2010)
MC-0085	MDCK	Papp BA+Inh.	62.6±16.4	nm/s	-5.20	(Nožinić et al., 2010)
MC-0085	Caco-2	Log Papp	-5.43		-5.43	(Du-Cuny et al., 2009)
MC-0085	Caco-2	Log Papp AB	-5.49		-5.49	(Gozalbes et al., 2011)
MC-0085	Caco-2	Papp BA	3	10^-6 cm/s	-5.52	(Lin et al., 2011)
MC-0085	Caco-2	Papp BA+Inh.	2.32	10^-6 cm/s	-5.64	(Rossi Sebastiano et al., 2018)
MC-0085	Caco-2	Papp BA	1.7	10^-6 cm/s	-5.77	(Lin et al., 2011)
MC-0085	Caco-2	Papp AB+Inh.	1.5	10^-6 cm/s	-5.82	(Rossi Sebastiano et al., 2018)
MC-0085	MDCK	Papp	13.5	nm/s	-5.87	ChEMBL
MC-0085	Caco-2	Papp AB	1.2	10^-6 cm/s	-5.92	(Lin et al., 2011)
MC-0085	Caco-2	Papp BA+Inh.	11.6±1.4	nm/s	-5.94	(Nožinić et al., 2010)
MC-0085	Caco-2	Papp AB	1.1	10^-6 cm/s	-5.96	(Lin et al., 2011)
MC-0085	MDCK	Papp AB	10.1 ± 0.3	nm/s	-6.00	(Nožinić et al., 2010)
MC-0085	MDCK	Papp AB+Inh.	9.7±0.4	nm/s	-6.01	(Nožinić et al., 2010)
MC-0085	Caco-2	Papp AB	0.6	10^-6 cm/s	-6.22	(Lin et al., 2011)
MC-0085	Caco-2	Papp BA	0.6	10^-6 cm/s	-6.22	(Lin et al., 2011)
MC-0085	Caco-2	Papp AB	0.58	10^-6 cm/s	-6.24	(Jing et al., 2014)
MC-0085	Caco-2	Papp AB	0.58	10^-6 cm/s	-6.24	(Rossi Sebastiano et al., 2018)
MC-0085	MDCK	Papp AB	0.53	10^-6 cm/s	-6.28	(Wang et al., 2016)
MC-0085	Caco-2	Papp AB+Inh.	4.4±0.2	nm/s	-6.36	(Nožinić et al., 2010)
MC-0085	Caco-2	Papp AB	0.35	10^-6 cm/s	-6.46	(Adebesin et al., 2019)
MC-0085	Caco-2	Papp AB	0.3	10^-6 cm/s	-6.52	(Lin et al., 2011)
MC-0085	PAMPA	Papp	0.22	10^-6 cm/s	-6.66	(Miyachi et al., 2021)
MC-0085	Caco-2	Papp AB	0.19	10^-6 cm/s	-6.72	(Li et al., 2018)
MC-0085	Caco-2	Papp AB	0.17	10^-6 cm/s	-6.77	(Do et al., 2019)
MC-0085	PAMPA	Papp	1.3±0.1	nm/s	-6.89	(Nožinić et al., 2010)
MC-0085	MDCK	Papp	0.94	nm/s	-7.03	ChEMBL
MC-0085	Caco-2	Papp AB	0.9 ± 0.2	nm/s	-7.05	(Nožinić et al., 2010)
MC-0085	Caco-2	Papp AB	0.032	10^-6 cm/s	-7.49	(Xue et al., 2020)

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