[7-Methyl-5-(thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

ID: ALA341192

PubChem CID: 44354743

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S

Molecular Weight: 315.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2c(C)cc(C(=O)c3cccs3)cc2[nH]1

Standard InChI:  InChI=1S/C15H13N3O3S/c1-8-6-9(13(19)11-4-3-5-22-11)7-10-12(8)17-14(16-10)18-15(20)21-2/h3-7H,1-2H3,(H2,16,17,18,20)

Standard InChI Key:  DCSRLGCQUZVJSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.4417   -6.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -5.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -7.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -6.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -6.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -5.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8542   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -6.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -7.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -5.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -6.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375   -6.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -6.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6375   -5.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -4.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -7.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6500   -6.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -8.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2292   -5.5625    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  2  0
  5  4  1  0
  6  1  1  0
  7 12  1  0
  8  7  1  0
  9  6  1  0
 10  8  1  0
 11  5  2  0
 12  3  2  0
 13 11  1  0
 14 10  1  0
 15 10  2  0
 16 14  1  0
 17  9  2  0
 18  8  2  0
 19 15  1  0
 20  9  1  0
 21 11  1  0
 22 20  1  0
  5  3  1  0
  7 13  2  0
 19 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA341192

   [7-Methyl-5-(thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

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: 315.35

Molecular Weight (Monoisotopic): 315.0678

AlogP: 3.34

#Rotatable Bonds: 3

Polar Surface Area: 84.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.84

CX Basic pKa: 4.22

CX LogP: 3.69

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.35

References

1. Kruse LI, Ladd DL, Harrsch PB, McCabe FL, Mong SM, Faucette L, Johnson R..  (1989)  Synthesis, tubulin binding, antineoplastic evaluation, and structure-activity relationship of oncodazole analogues.,  32  (2): [PMID:2913301] [10.1021/jm00122a020]

Source

Source(1):

• Scientific Literature