methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

ID: ALA1632051

Cas Number: 108354-78-5

PubChem CID: 2756552

Product Number: M573569, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H13NO2S

Molecular Weight: 211.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(N)sc2c1CCCC2

Standard InChI:  InChI=1S/C10H13NO2S/c1-13-10(12)8-6-4-2-3-5-7(6)14-9(8)11/h2-5,11H2,1H3

Standard InChI Key:  DKYYKIHEIOOWRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   10.6189   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6189   -7.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3330   -7.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3330   -5.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0471   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0471   -7.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8306   -7.4014    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151   -6.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8307   -6.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1425   -6.7349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0865   -5.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8958   -5.1094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5329   -4.6665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7235   -4.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  5  4  1  0
  8 10  1  0
  5  6  2  0
  9 11  1  0
 11 12  2  0
  1  2  1  0
 11 13  1  0
  1  4  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1632051

   Methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-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: 211.29

Molecular Weight (Monoisotopic): 211.0667

AlogP: 2.00

#Rotatable Bonds: 1

Polar Surface Area: 52.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.72

Np Likeness Score: -1.37

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