Non-peptidic Macrocycle Database

MC-0014

Name
Unique ID		MC-0014
Original ID		1688 (Hoveyda et al., 2011)
Common Name
Structure Representations
InchiKey		JWILPVURJDMZGB-SFOLDJSHSA-N
Isomeric SMILES		CC(C)[C@@H]1NCCOc2ccccc2C#C[C@@H](C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](C(C)O)N(C)C1=O
SMILES (Ring)		C1#CCNCCNCCNCCNCCOCC1
Permeability
Assay		Caco-2
Endpoint		ER
Value		318
Unit
Standardized Value		318.00
Molecule Descriptors
MW (Da)	548.68	NRotB	4
HBA	6	Kier Index (Φ)	11.12
HBD	4	AR	0.50
cLogP	1.48	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-0014	Caco-2	ER+Inh.	2.75		2.75	(Hoveyda et al., 2011)
MC-0014	Caco-2	Papp BA	41.8	10⁶ cm/s	-4.38	(Hoveyda et al., 2011)
MC-0014	Caco-2	Papp BA+Inh.	13.4	10⁶ cm/s	-4.87	(Hoveyda et al., 2011)
MC-0014	Caco-2	Papp AB+Inh.	4.86	10⁶ cm/s	-5.31	(Hoveyda et al., 2011)
MC-0014	Caco-2	Papp AB	0.131	10⁶ cm/s	-6.88	(Hoveyda et al., 2011)

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