3-{2-[4-Adamantan-1-yl-2-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-acetylamino}-4-hydroxy-benzoic acid prop-2-ynyl ester

ID: ALA3359147

Chembl Id: CHEMBL3359147

PubChem CID: 73443066

Max Phase: Preclinical

Molecular Formula: C30H28F3N3O5

Molecular Weight: 567.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)c1ccc(O)c(NC(=O)COc2ccc(C34CC5CC(CC(C5)C3)C4)cc2C2(C(F)(F)F)N=N2)c1

Standard InChI:  InChI=1S/C30H28F3N3O5/c1-2-7-40-27(39)20-3-5-24(37)23(11-20)34-26(38)16-41-25-6-4-21(12-22(25)29(35-36-29)30(31,32)33)28-13-17-8-18(14-28)10-19(9-17)15-28/h1,3-6,11-12,17-19,37H,7-10,13-16H2,(H,34,38)

Standard InChI Key:  SZNITYDUDLYKRD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3359147

   Prop-2-ynyl 3-[[2-[4-(1-adamantyl)-2-[3-(trifluoromethyl)diazirin-3-yl]phenoxy]acetyl]amino]-4-hydroxybenzoate

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: 567.56

Molecular Weight (Monoisotopic): 567.1981

AlogP: 5.85

#Rotatable Bonds: 8

Polar Surface Area: 109.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 6.29

CX LogD: 6.14

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.24

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