4-(2,4-Dichloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester

ID: ALA319585

Cas Number: 191668-09-4

PubChem CID: 470437

Max Phase: Preclinical

Molecular Formula: C13H11Cl2NO2

Molecular Weight: 284.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c[nH]cc1-c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C13H11Cl2NO2/c1-2-18-13(17)11-7-16-6-10(11)9-4-3-8(14)5-12(9)15/h3-7,16H,2H2,1H3

Standard InChI Key:  HYBZAJVHGPFFML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.6375   -7.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -7.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -6.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -6.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -8.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375   -7.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -8.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -6.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -6.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -6.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -6.0417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -7.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -6.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -6.3292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -6.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -6.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  3  1  0
  6  7  1  0
  7  1  2  0
  8  2  2  0
  9  5  2  0
 10  3  2  0
 11  4  2  0
 12 14  2  0
 13  5  1  0
 14 10  1  0
 15  4  1  0
 16 12  1  0
 17 15  1  0
 18 17  1  0
  6  8  1  0
 12  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA319585

   ethyl 4-(2,4-dichlorophenyl)-1H-pyrrole-3-carboxylate

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: 284.14

Molecular Weight (Monoisotopic): 283.0167

AlogP: 4.17

#Rotatable Bonds: 3

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -1.00

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