N-[4-(1,5-Dimethyl-1H-pyrrol-2-yl)-thiazol-2-yl]-guanidine: (0.75 maleate)

ID: ALA1744199

PubChem CID: 54583071

Max Phase: Preclinical

Molecular Formula: C14H17N5O4S

Molecular Weight: 235.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc(N=C(N)N)n2)n1C.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C10H13N5S.C4H4O4/c1-6-3-4-8(15(6)2)7-5-16-10(13-7)14-9(11)12;5-3(6)1-2-4(7)8/h3-5H,1-2H3,(H4,11,12,13,14);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  KPEWJDKPQIUIJL-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    7.8576  -23.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165  -22.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087  -23.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0727  -22.7832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7857  -21.7519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7837  -23.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1696  -23.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899  -24.1066    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748  -23.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6107  -21.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587  -23.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8513  -22.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462  -22.7488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5404  -24.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3102  -21.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1091  -21.1102    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  1  0
  3  4  2  0
  4  1  1  0
  5  2  1  0
  6  3  1  0
  7  2  2  0
  8  9  1  0
  9  1  2  0
 10  5  1  0
 11  6  2  3
 12  7  1  0
 13 11  1  0
 14 11  1  0
 15  5  1  0
 16 10  1  0
  8  3  1  0
 10 12  2  0
 17 18  2  0
 17 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 19 24  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: 235.32

Molecular Weight (Monoisotopic): 235.0892

AlogP: 1.36

#Rotatable Bonds: 2

Polar Surface Area: 82.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.79

CX LogP: 1.38

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: -1.57

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