N-(2-Chlorophenyl)-8-hydroxy-2-imino-2H-chromene-3-carboxamide

ID: ALA4640248

Chembl Id: CHEMBL4640248

PubChem CID: 19573854

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O3

Molecular Weight: 314.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=c1oc2c(O)cccc2cc1C(=O)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C16H11ClN2O3/c17-11-5-1-2-6-12(11)19-16(21)10-8-9-4-3-7-13(20)14(9)22-15(10)18/h1-8,18,20H,(H,19,21)

Standard InChI Key:  LMSWVJGSEXBYNG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4640248

   N-(2-chlorophenyl)-8-hydroxy-2-iminochromene-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.73

Molecular Weight (Monoisotopic): 314.0458

AlogP: 3.52

#Rotatable Bonds: 2

Polar Surface Area: 86.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: 3.91

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -0.98

References

1. Endo S, Oguri H, Segawa J, Kawai M, Hu D, Xia S, Okada T, Irie K, Fujii S, Gouda H, Iguchi K, Matsukawa T, Fujimoto N, Nakayama T, Toyooka N, Matsunaga T, Ikari A..  (2020)  Development of Novel AKR1C3 Inhibitors as New Potential Treatment for Castration-Resistant Prostate Cancer.,  63  (18): [PMID:32847363] [10.1021/acs.jmedchem.0c00939]

Source

Source(1):

• Scientific Literature