3-(2,3-Dichloro-phenyl)-4-nitro-1H-pyrrole

ID: ALA100129

PubChem CID: 470429

Max Phase: Preclinical

Molecular Formula: C10H6Cl2N2O2

Molecular Weight: 257.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1c[nH]cc1-c1cccc(Cl)c1Cl

Standard InChI:  InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)12)7-4-13-5-9(7)14(15)16/h1-5,13H

Standard InChI Key:  BBORJSJIGHHHFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    5.1000   -7.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -7.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -7.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -7.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -7.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042   -8.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -8.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -8.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917   -6.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -6.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -6.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -6.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -6.1542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -7.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -7.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  4  1  0
  6  7  1  0
  7  1  2  0
  8  2  2  0
  9  3  1  0
 10  3  2  0
 11  5  2  0
 12  5  1  0
 13 11  1  0
 14  4  2  0
 15 14  1  0
 16 15  2  0
  6  8  1  0
 16 11  1  0
M  CHG  2   3   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA100129

   3-(2,3-dichlorophenyl)-4-nitro-1H-pyrrole

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: 257.08

Molecular Weight (Monoisotopic): 255.9806

AlogP: 3.90

#Rotatable Bonds: 2

Polar Surface Area: 58.93

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: -1.22

References

1. Di Santo R, Costi R, Artico M, Massa S, Lampis G, Deidda D, Pompei R..  (1998)  Pyrrolnitrin and related pyrroles endowed with antibacterial activities against Mycobacterium tuberculosis.,  8  (20): [PMID:9873650] [10.1016/s0960-894x(98)00526-5]

Source

Source(1):

• Scientific Literature