Non-peptidic Macrocycle Database

MC-0018

Name
Unique ID		MC-0018
Original ID		1843 (Hoveyda et al., 2011)
Common Name
Structure Representations
InchiKey		JLEPDLWEVFLWTQ-KUFGETKKSA-N
Isomeric SMILES		CC(C)[C@@H]1NCCOc2ccccc2C2CCC(C2)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](C(C)O)N(C)C1=O
SMILES (Ring)		C1CCNCCNCCNCCNCCOCC1
Permeability
Assay		Caco-2
Endpoint		ER
Value		95
Unit
Standardized Value		95.00
Molecule Descriptors
MW (Da)	603.76	NRotB	4
HBA	6	Kier Index (Φ)	9.90
HBD	5	AR	0.50
cLogP	2.86	Fsp³	0.50
TPSA (Å²)	135.79	MRS	18
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-0003	605.70	6	4	2.53	111.80	12.38
MC-0004	586.18	6	4	2.56	111.80	12.90
MC-0005	594.16	6	4	3.11	113.49	11.43
MC-0007	569.72	6	4	1.90	111.80	12.09
MC-0008	566.72	5	4	3.45	108.56	10.74
MC-0009	566.72	5	4	3.28	108.56	10.74
MC-0010	572.15	6	4	2.17	111.80	12.24
MC-0011	597.20	5	4	4.14	108.56	10.90
MC-0012	586.70	7	5	1.18	140.23	11.84
MC-0013	623.77	6	5	3.08	135.79	11.58
MC-0016	562.71	6	4	1.75	120.00	9.25
MC-0018	603.76	6	5	2.86	135.79	9.90
MC-0019	564.73	6	4	2.38	120.00	10.39
MC-0021	582.72	6	4	2.52	120.00	10.56
MC-0025	548.68	6	4	2.09	120.00	8.59
MC-0026	492.70	5	3	2.61	99.77	10.40
MC-0027	542.72	6	4	2.51	120.00	10.24
MC-4435	542.63	5	3	2.35	99.77	9.50
MC-4454	557.14	5	3	3.36	99.77	11.62

Name	Assay	Endpoint	Value	Unit	Standardized Value	Source
MC-0018	Caco-2	Papp BA	13.4	10⁶ cm/s	-4.87	(Hoveyda et al., 2011)
MC-0018	Caco-2	Papp AB	0.142	10⁶ cm/s	-6.85	(Hoveyda et al., 2011)
MC-0018	Caco-2	ER+Inh.	13.5		13.50	(Hoveyda et al., 2011)
MC-0018	Caco-2	Papp BA+Inh.	9.78	10⁶ cm/s	-5.01	(Hoveyda et al., 2011)
MC-0018	Caco-2	Papp AB+Inh.	0.727	10⁶ cm/s	-6.14	(Hoveyda et al., 2011)

Back to Browse