N-[4-(1H-Pyrrol-3-yl)-thiazol-2-yl]-guanidine: (maleate)

ID: ALA1744208

PubChem CID: 54583115

Max Phase: Preclinical

Molecular Formula: C12H13N5O4S

Molecular Weight: 207.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)Nc1nc(-c2cc[nH]c2)cs1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C8H9N5S.C4H4O4/c9-7(10)13-8-12-6(4-14-8)5-1-2-11-3-5;5-3(6)1-2-4(7)8/h1-4,11H,(H4,9,10,12,13);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  FQDIPJGWIHBYNX-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    6.6959  -22.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1659  -21.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8706  -22.6165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9396  -22.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6044  -21.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1831  -23.2526    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453  -22.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9568  -22.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2635  -20.5131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5070  -20.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125  -21.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8137  -21.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6327  -21.8944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6213  -23.3214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045  -18.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6295  -18.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3920  -18.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0420  -18.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8670  -18.7687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6295  -19.4832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670  -18.7687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045  -19.4832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  4  1  0
  6  1  1  0
  7  3  1  0
  8  6  1  0
  9 10  1  0
 10  5  2  0
 11  5  1  0
 12 11  2  0
 13  7  2  0
 14  7  1  0
  4  8  2  0
  9 12  1  0
 15 16  2  0
 15 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 17 22  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: 207.26

Molecular Weight (Monoisotopic): 207.0579

AlogP: 1.44

#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: 7.73

CX LogP: 1.40

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.44

Np Likeness Score: -1.65

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