[5-(4-Methyl-thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

ID: ALA133155

PubChem CID: 44354742

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S

Molecular Weight: 315.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)c3cc(C)cs3)ccc2[nH]1

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

Standard InChI Key:  MBSDIXMTADRDJR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    8.1292   -5.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417   -4.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9500   -5.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8542   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -4.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5375   -4.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8542   -5.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7000   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -6.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3167   -4.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -5.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -3.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -6.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3292   -5.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -6.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9167   -4.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  8  1  0
  4  1  1  0
  5  1  1  0
  6  2  1  0
  7  3  1  0
  8 12  1  0
  9  5  1  0
 10  3  2  0
 11  4  1  0
 12 13  1  0
 13  6  2  0
 14  7  1  0
 15 10  1  0
 16  9  2  0
 17 19  1  0
 18  8  2  0
 19 11  2  0
 20  9  1  0
 21 15  1  0
 22 20  1  0
 11  6  1  0
 12 17  2  0
 15 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA133155

   [5-(4-Methyl-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: 9.11

CX Basic pKa: 3.34

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.24

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