N-Benzyl-N'-[4-(2-hydroxy-phenyl)-thiazol-2-yl]-guanidine: (Hydrobromide)

ID: ALA1202264

PubChem CID: 44367644

Max Phase: Preclinical

Molecular Formula: C17H17BrN4OS

Molecular Weight: 324.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.N/C(=N\Cc1ccccc1)Nc1nc(-c2ccccc2O)cs1

Standard InChI:  InChI=1S/C17H16N4OS.BrH/c18-16(19-10-12-6-2-1-3-7-12)21-17-20-14(11-23-17)13-8-4-5-9-15(13)22;/h1-9,11,22H,10H2,(H3,18,19,20,21);1H

Standard InChI Key:  ASQYPSWTEFDXKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   12.1176   -5.1555    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.9336   -3.1588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3273   -7.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7945   -7.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445   -6.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -5.3899    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4049   -9.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061   -9.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176  -10.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8297  -11.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304  -11.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6189  -10.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194  -10.4107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  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: 324.41

Molecular Weight (Monoisotopic): 324.1045

AlogP: 3.44

#Rotatable Bonds: 4

Polar Surface Area: 83.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: 6.96

CX LogP: 3.97

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -1.06

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