Non-peptidic Macrocycle Database

MC-0022

Name
Unique ID		MC-0022
Original ID		1918 (Hoveyda et al., 2011)
Common Name
Structure Representations
InchiKey		NETIVXYPBDAWHQ-GUYWFFASSA-N
Isomeric SMILES		CC(O)[C@H]1C(=O)N[C@H](Cc2ccccc2)C(=O)NCC#Cc2ccc(F)cc2OCCN[C@@H](C2(C)CC2)C(=O)N1C
SMILES (Ring)		C1#CCNCCNCCNCCNCCOCC1
Permeability
Assay		Caco-2
Endpoint		ER
Value		380
Unit
Standardized Value		380.00
Molecule Descriptors
MW (Da)	564.66	NRotB	4
HBA	6	Kier Index (Φ)	9.63
HBD	4	AR	0.50
cLogP	1.38	Fsp³	0.45
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-0014	548.68	6	4	1.48	120.00	11.12
MC-0020	564.66	6	4	1.38	120.00	9.63
MC-0022	564.66	6	4	1.38	120.00	9.63
MC-0023	552.65	6	4	1.24	120.00	11.05

Name	Assay	Endpoint	Value	Unit	Standardized Value	Source
MC-0022	Caco-2	ER+Inh.	2.21		2.21	(Hoveyda et al., 2011)
MC-0022	Caco-2	Papp BA	42.6	10⁶ cm/s	-4.37	(Hoveyda et al., 2011)
MC-0022	Caco-2	Papp BA+Inh.	18.4	10⁶ cm/s	-4.74	(Hoveyda et al., 2011)
MC-0022	Caco-2	Papp AB+Inh.	8.32	10⁶ cm/s	-5.08	(Hoveyda et al., 2011)
MC-0022	Caco-2	Papp AB	0.112	10⁶ cm/s	-6.95	(Hoveyda et al., 2011)

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