Non-peptidic Macrocycle Database

MC-0015

Name
Unique ID		MC-0015
Original ID		1777 (Hoveyda et al., 2011)
Common Name
Structure Representations
InchiKey		PXMPUSICYOSMAQ-MDRNOUDVSA-N
Isomeric SMILES		CC(C)C1NCC2CCc3cccc(c3O2)CCCNC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](C(C)O)N(C)C1=O
SMILES (Ring)		C1=COCCNCCNCCNCCNCCC1
Permeability
Assay		Caco-2
Endpoint		ER
Value		195
Unit
Standardized Value		195.00
Molecule Descriptors
MW (Da)	564.73	NRotB	4
HBA	6	Kier Index (Φ)	10.39
HBD	4	AR	0.50
cLogP	1.99	Fsp³	0.53
TPSA (Å²)	120.00	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-0006	558.12	6	5	1.83	120.59	12.04
MC-0015	564.73	6	4	1.99	120.00	10.39
MC-0017	550.70	6	4	1.75	120.00	10.17
MC-0024	540.75	5	3	3.36	99.77	10.28
MC-4437	538.66	5	3	2.60	99.77	9.56

Name	Assay	Endpoint	Value	Unit	Standardized Value	Source
MC-0015	Caco-2	ER+Inh.	1.98		1.98	(Hoveyda et al., 2011)
MC-0015	Caco-2	Papp BA+Inh.	9.94	10⁶ cm/s	-5.00	(Hoveyda et al., 2011)
MC-0015	Caco-2	Papp AB+Inh.	5.02	10⁶ cm/s	-5.30	(Hoveyda et al., 2011)
MC-0015	Caco-2	Papp BA	53.5	10⁶ cm/s	-4.27	(Hoveyda et al., 2011)
MC-0015	Caco-2	Papp AB	0.274	10⁶ cm/s	-6.56	(Hoveyda et al., 2011)

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