3-{4-[(2-Hydroxy-5-prop-2-ynyloxycarbonyl-phenylcarbamoyl)-methoxy]-phenyl}-adamantane-1-carboxylic acid 4-(3-trifluoromethyl-3H-diazirin-3-yl)-benzyl ester

ID: ALA3359145

Chembl Id: CHEMBL3359145

PubChem CID: 118723284

Max Phase: Preclinical

Molecular Formula: C38H34F3N3O7

Molecular Weight: 701.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)c1ccc(O)c(NC(=O)COc2ccc(C34CC5CC(CC(C(=O)OCc6ccc(C7(C(F)(F)F)N=N7)cc6)(C5)C3)C4)cc2)c1

Standard InChI:  InChI=1S/C38H34F3N3O7/c1-2-13-49-33(47)26-5-12-31(45)30(15-26)42-32(46)21-50-29-10-8-27(9-11-29)35-16-24-14-25(17-35)19-36(18-24,22-35)34(48)51-20-23-3-6-28(7-4-23)37(43-44-37)38(39,40)41/h1,3-12,15,24-25,45H,13-14,16-22H2,(H,42,46)

Standard InChI Key:  SGLAFTPYZYIWFY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3359145

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 701.70

Molecular Weight (Monoisotopic): 701.2349

AlogP: 6.96

#Rotatable Bonds: 11

Polar Surface Area: 135.88

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 7.66

CX LogD: 7.51

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.13

Np Likeness Score: -0.77

References

1. Naik R, Won M, Ban HS, Bhattarai D, Xu X, Eo Y, Hong YS, Singh S, Choi Y, Ahn HC, Lee K..  (2014)  Synthesis and structure-activity relationship study of chemical probes as hypoxia induced factor-1α/malate dehydrogenase 2 inhibitors.,  57  (22): [PMID:25356789] [10.1021/jm501241g]

Source

Source(1):

• Scientific Literature