2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile

ID: ALA1632046

Cas Number: 23917-22-8

PubChem CID: 605976

Product Number: A578963, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H12N2S

Molecular Weight: 192.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N)sc2c1CCCCC2

Standard InChI:  InChI=1S/C10H12N2S/c11-6-8-7-4-2-1-3-5-9(7)13-10(8)12/h1-5,12H2

Standard InChI Key:  GBQACFCEZPKMTA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    3.5768   -1.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -1.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6118   -0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    0.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079   -1.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305   -1.6786    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6325   -1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2818   -0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6821    0.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789    1.0706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402   -1.2690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  7  1  0
  1  2  1  0
  3  4  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  4  5  1  0
  6  5  1  0
 11 12  3  0
 10 11  1  0
  6  7  2  0
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1632046

   2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile

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: 192.29

Molecular Weight (Monoisotopic): 192.0721

AlogP: 2.47

#Rotatable Bonds: ┄

Polar Surface Area: 49.81

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.64

Np Likeness Score: -2.00

References

1. Scheich C, Puetter V, Schade M..  (2010)  Novel small molecule inhibitors of MDR Mycobacterium tuberculosis by NMR fragment screening of antigen 85C.,  53  (23): [PMID:21073150] [10.1021/jm100993z]

2. Bröker J, Waterson AG, Smethurst C, Kessler D, Böttcher J, Mayer M, Gmaschitz G, Phan J, Little A, Abbott JR, Sun Q, Gmachl M, Rudolph D, Arnhof H, Rumpel K, Savarese F, Gerstberger T, Mischerikow N, Treu M, Herdeis L, Wunberg T, Gollner A, Weinstabl H, Mantoulidis A, Krämer O, McConnell DB, W Fesik S..  (2022)  Fragment Optimization of Reversible Binding to the Switch II Pocket on KRAS Leads to a Potent, In Vivo Active KRAS^G12C Inhibitor.,  65  (21.0): [PMID:36300829] [10.1021/acs.jmedchem.2c01120]

Source

Source(1):

• Scientific Literature