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

ID: ALA3276558

Chembl Id: CHEMBL3276558

PubChem CID: 12367709

Max Phase: Preclinical

Molecular Formula: C18H19ClN4O4

Molecular Weight: 390.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(NC(=O)c3cc(Cl)ccc3O)cc2[N+](=O)[O-])CC1

Standard InChI:  InChI=1S/C18H19ClN4O4/c1-21-6-8-22(9-7-21)15-4-3-13(11-16(15)23(26)27)20-18(25)14-10-12(19)2-5-17(14)24/h2-5,10-11,24H,6-9H2,1H3,(H,20,25)

Standard InChI Key:  PVRHDDAZKXJBES-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3276558

   5-chloro-2-hydroxy-N-[4-(4-methylpiperazin-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: 390.83

Molecular Weight (Monoisotopic): 390.1095

AlogP: 2.96

#Rotatable Bonds: 4

Polar Surface Area: 98.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.60

CX Basic pKa: 6.96

CX LogP: 2.73

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.83

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