[1-Methyl-6-(thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

ID: ALA131980

Chembl Id: CHEMBL131980

PubChem CID: 44354620

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S

Molecular Weight: 315.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nocodozole | NOCODOZOLE|CHEMBL131980

Canonical SMILES:  COC(=O)Nc1nc2ccc(C(=O)c3cccs3)cc2n1C

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

Standard InChI Key:  OYPGBNBYUKKJPZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA131980

   NOCODOZOLE

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: 3.04

#Rotatable Bonds: 3

Polar Surface Area: 73.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.04

CX Basic pKa: 3.54

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.56

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]

2. Hyder I, Yedlapudi D, Kalivendi SV, Khazir J, Ismail T, Nalla N, Miryala S, Sampath Kumar HM..  (2015)  Synthesis and Biological evaluation of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins as anticancer compounds.,  25  (14): [PMID:26022842] [10.1016/j.bmcl.2015.04.053]

Source

Source(1):

• Scientific Literature