5-chloro-2-hydroxy-N-(4-(4-hydroxy-4-phenylpiperidin-1-yl)-3-nitrophenyl)benzamide

ID: ALA3272398

Chembl Id: CHEMBL3272398

PubChem CID: 12367707

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O5

Molecular Weight: 467.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(N2CCC(O)(c3ccccc3)CC2)c([N+](=O)[O-])c1)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C24H22ClN3O5/c25-17-6-9-22(29)19(14-17)23(30)26-18-7-8-20(21(15-18)28(32)33)27-12-10-24(31,11-13-27)16-4-2-1-3-5-16/h1-9,14-15,29,31H,10-13H2,(H,26,30)

Standard InChI Key:  PDYPWGCTLIIQTN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3272398

   5-chloro-2-hydroxy-N-[4-(4-hydroxy-4-phenylpiperidin-1-yl)-3-nitrophenyl]benzamide

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: 467.91

Molecular Weight (Monoisotopic): 467.1248

AlogP: 4.69

#Rotatable Bonds: 5

Polar Surface Area: 115.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.28

References

1. Singh H, Singh AK, Sharma S, Iyer RN, Srivastava OP..  (1977)  Synthesis of 5-chloro-3'-nitro-4'-substituted salicylanilides, a new series of anthelmintic and antimicrobial agents.,  20  (6): [PMID:874957] [10.1021/jm00216a017]

Source

Source(1):

• Scientific Literature