Non-peptidic Macrocycle Database

MC-0089

Name
Unique ID		MC-0089
Original ID		Telithromycin (Nožinić et al., 2010)
Common Name		Telithromycin
Structure Representations
InchiKey		LJVAJPDWBABPEJ-PNUFFHFMSA-N
Isomeric SMILES		CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(OC)C[C@@H](C)C(=O)[C@H](C)[C@H]2N(CCCCn3cnc(-c4cccnc4)c3)C(=O)O[C@]12C
SMILES (Ring)		C1CCCCCCOCCCCCC1
Permeability
Assay		Caco-2
Endpoint		P_app BA+Inh.
Value		75.6±0.4
Unit		nm/s
Standardized Value		-5.12
Molecule Descriptors
MW (Da)	812.02	NRotB	11
HBA	14	Kier Index (Φ)	14.58
HBD	1	AR	0.00
cLogP	4.93	Fsp³	0.72
TPSA (Å²)	171.85	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-0089	Caco-2	ER	203		203.00	(Rossi Sebastiano et al., 2018)
MC-0089	MDCK	ER	75.6		75.60	(Nožinić et al., 2010)
MC-0089	Caco-2	ER	4.9		4.90	(Nožinić et al., 2010)
MC-0089	Caco-2	ER+Inh.	3.9		3.90	(Rossi Sebastiano et al., 2018)
MC-0089	Caco-2	ER+Inh.	2.8		2.80	(Nožinić et al., 2010)
MC-0089	MDCK	ER+Inh.	2.6		2.60	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp BA	41.7	10^-6 cm/s	-4.38	(Rossi Sebastiano et al., 2018)
MC-0089	MDCK	Papp BA	358.5 ± 16.6	nm/s	-4.45	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp BA+Inh.	16.9	10^-6 cm/s	-4.77	(Rossi Sebastiano et al., 2018)
MC-0089	MDCK	Papp BA+Inh.	151.6±42.1	nm/s	-4.82	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp BA	94.9 ± 2.3	nm/s	-5.02	(Nožinić et al., 2010)
MC-0089	MDCK	Papp AB+Inh.	59.3±13.4	nm/s	-5.23	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp AB+Inh.	4.3	10^-6 cm/s	-5.37	(Rossi Sebastiano et al., 2018)
MC-0089	Caco-2	Papp AB+Inh.	26.8±2.7	nm/s	-5.57	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp AB	19.4 ± 2.2	nm/s	-5.71	(Nožinić et al., 2010)
MC-0089	MDCK	Papp AB	4.7 ± 0.8	nm/s	-6.33	(Nožinić et al., 2010)
MC-0089	Caco-2	Papp AB	0.2	10^-6 cm/s	-6.70	(Rossi Sebastiano et al., 2018)
MC-0089	PAMPA	Papp	0.13±0.03	nm/s	-7.89	(Nožinić et al., 2010)

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