Non-peptidic Macrocycle Database

MC-0023

Name
Unique ID		MC-0023
Original ID		1929 (Hoveyda et al., 2011)
Common Name
Structure Representations
InchiKey		UOGZMOLDAFCXPV-WKBUYWNLSA-N
Isomeric SMILES		CC(C)[C@@H]1NCCOc2cccc(F)c2C#CCNC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](C(C)O)N(C)C1=O
SMILES (Ring)		C1#CCNCCNCCNCCNCCOCC1
Permeability
Assay		Caco-2
Endpoint		P_app AB+Inh.
Value		3.33
Unit		10⁶ cm/s
Standardized Value		-5.48
Molecule Descriptors
MW (Da)	552.65	NRotB	4
HBA	6	Kier Index (Φ)	11.05
HBD	4	AR	0.50
cLogP	1.24	Fsp³	0.43
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-0023	Caco-2	ER	216		216.00	(Hoveyda et al., 2011)
MC-0023	Caco-2	ER+Inh.	5.54		5.54	(Hoveyda et al., 2011)
MC-0023	Caco-2	Papp BA	36.9	10⁶ cm/s	-4.43	(Hoveyda et al., 2011)
MC-0023	Caco-2	Papp BA+Inh.	18.4	10⁶ cm/s	-4.74	(Hoveyda et al., 2011)
MC-0023	Caco-2	Papp AB	0.171	10⁶ cm/s	-6.77	(Hoveyda et al., 2011)

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