N-[4-(5-Methyl-1H-pyrrol-2-yl)-thiazol-2-yl]-guanidine: (maleate)

ID: ALA1744209

Max Phase: Preclinical

Molecular Formula: C13H15N5O4S

Molecular Weight: 221.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc(N=C(N)N)n2)[nH]1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C9H11N5S.C4H4O4/c1-5-2-3-6(12-5)7-4-15-9(13-7)14-8(10)11;5-3(6)1-2-4(7)8/h2-4,12H,1H3,(H4,10,11,13,14);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  PRFOTOGIFCKLON-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    5.7412  -22.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2166  -22.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957  -22.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163  -22.7656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6488  -21.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9237  -21.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395  -23.4073    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913  -22.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0129  -23.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3132  -22.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7487  -21.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9892  -21.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789  -22.0438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789  -23.4760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2470  -20.3998    0.0000 C   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  2  1  0
  4  1  1  0
  5  3  1  0
  6  5  1  0
  7  1  1  0
  8  4  2  3
  9  7  1  0
 10  5  2  0
 11  6  1  0
 12 10  1  0
 13  8  1  0
 14  8  1  0
 15 11  1  0
  3  9  2  0
 11 12  2  0
 16 17  2  0
 16 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 18 23  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: 221.29

Molecular Weight (Monoisotopic): 221.0735

AlogP: 1.35

#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: 7.96

CX LogP: 1.15

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.53

Np Likeness Score: -1.51

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