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

ID: ALA2448018

PubChem CID: 73355692

Max Phase: Preclinical

Molecular Formula: C14H16Cl3N5S

Molecular Weight: 319.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2ccc(Cl)cc2c1-c1nc(N=C(N)N)sc1C.Cl.Cl

Standard InChI:  InChI=1S/C14H14ClN5S.2ClH/c1-6-11(9-5-8(15)3-4-10(9)18-6)12-7(2)21-14(19-12)20-13(16)17;;/h3-5,18H,1-2H3,(H4,16,17,19,20);2*1H

Standard InChI Key:  FHEYETXWYWRHOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    7.5536  -15.0000    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
    7.8361  -10.7228    0.0000 C   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
    5.3297  -12.4514    0.0000 N   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
    7.4328  -12.8317    0.0000 C   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
    9.1671  -10.7401    0.0000 C   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
    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
    7.0525  -10.4463    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
    8.1127  -13.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2768  -14.0893    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  2  2  0
  7  2  1  0
  8  4  1  0
  9  6  1  0
 10  3  2  0
 11 10  1  0
 12  7  2  0
 13  8  2  3
 14  7  1  0
 15 12  1  0
 16 13  1  0
 17 13  1  0
 18 14  2  0
 19  6  1  0
 20 18  1  0
 21 18  1  0
 22 10  1  0
  9 12  1  0
 11  4  1  0
 15 20  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: 319.82

Molecular Weight (Monoisotopic): 319.0658

AlogP: 3.47

#Rotatable Bonds: 2

Polar Surface Area: 93.08

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.25

CX LogP: 3.50

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.50

Np Likeness Score: -1.23

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