N-[4-(5-Formyl-1-methyl-1H-pyrrol-3-yl)-thiazol-2-yl]-guanidine: (maleate)

ID: ALA1744202

PubChem CID: 54584110

Max Phase: Preclinical

Molecular Formula: C14H15N5O5S

Molecular Weight: 249.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2csc(N=C(N)N)n2)cc1C=O.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C10H11N5OS.C4H4O4/c1-15-3-6(2-7(15)4-16)8-5-17-10(13-8)14-9(11)12;5-3(6)1-2-4(7)8/h2-5H,1H3,(H4,11,12,13,14);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  RRLLJVPLGPZNEO-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
    7.7441  -22.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8347  -23.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106  -22.9470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0904  -23.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0091  -23.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4091  -21.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6581  -21.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5525  -22.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9654  -22.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3336  -24.2715    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834  -23.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1076  -24.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7852  -22.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1178  -21.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706  -22.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706  -24.3403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5697  -20.7223    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  3  2  0
  3  4  1  0
  4  1  1  0
  5  2  1  0
  6  7  1  0
  7  1  2  0
  8  1  1  0
  9  8  2  0
 10 12  1  0
 11  5  2  3
 12  4  2  0
 13  9  1  0
 14 13  2  0
 15 11  1  0
 16 11  1  0
 17  6  1  0
  6  9  1  0
 10  2  1  0
 18 19  2  0
 18 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 20 25  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: 249.30

Molecular Weight (Monoisotopic): 249.0684

AlogP: 0.87

#Rotatable Bonds: 3

Polar Surface Area: 99.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 0.89

CX LogD: 0.51

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.48

Np Likeness Score: -1.26

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