N-[4-(5-Chloro-1H-indol-3-yl)-thiazol-2-yl]-guanidine: hydrochloride

ID: ALA2448019

PubChem CID: 73351177

Max Phase: Preclinical

Molecular Formula: C12H11Cl2N5S

Molecular Weight: 291.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)Nc1nc(-c2c[nH]c3ccc(Cl)cc23)cs1

Standard InChI:  InChI=1S/C12H10ClN5S.ClH/c13-6-1-2-9-7(3-6)8(4-16-9)10-5-19-12(17-10)18-11(14)15;/h1-5,16H,(H4,14,15,17,18);1H

Standard InChI Key:  DNGODGYWKPMHSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    8.6250  -13.5268    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0781  -11.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155  -12.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1595  -12.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6262  -11.7600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3297  -12.4514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9020  -11.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8361  -10.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5103  -10.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6549  -13.1024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000  -12.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4328  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1671  -10.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4437  -12.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9796  -10.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0852  -11.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794  -13.1716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2503  -11.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5154  -11.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7920  -12.6069    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  5  2  0
  5  3  1  0
  6  4  1  0
  7  2  1  0
  8  2  2  0
  9  8  1  0
 10 12  1  0
 11  6  1  0
 12  3  2  0
 13  7  2  0
 14  7  1  0
 15 13  1  0
 16 11  2  0
 17 11  1  0
 18 14  2  0
 19 18  1  0
 20 18  1  0
  9 13  1  0
 10  4  1  0
 19 15  2  0
M  END

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: 291.77

Molecular Weight (Monoisotopic): 291.0345

AlogP: 3.25

#Rotatable Bonds: 2

Polar Surface Area: 90.58

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.73

CX LogP: 3.03

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.43

Np Likeness Score: -1.52

References

1. LaMattina JL, McCarthy PA, Reiter LA, Holt WF, Yeh LA..  (1990)  Antiulcer agents. 4-substituted 2-guanidinothiazoles: reversible, competitive, and selective inhibitors of gastric H+,K(+)-ATPase.,  33  (2): [PMID:2153817] [10.1021/jm00164a012]

Source

Source(1):

• Scientific Literature