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

ID: ALA1744206

PubChem CID: 54583114

Max Phase: Preclinical

Molecular Formula: C13H13N5O5S

Molecular Weight: 235.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)Nc1nc(-c2c[nH]c(C=O)c2)cs1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C9H9N5OS.C4H4O4/c10-8(11)14-9-13-7(4-16-9)5-1-6(3-15)12-2-5;5-3(6)1-2-4(7)8/h1-4,12H,(H4,10,11,13,14);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  YBNCQZAYHJRJLG-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    6.0109  -22.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4803  -22.1012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9169  -21.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867  -22.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2530  -22.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975  -23.4347    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804  -23.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7239  -22.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8196  -21.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2701  -23.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5751  -20.6932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1246  -21.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9487  -21.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097  -24.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9562  -23.5263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2750  -20.4528    0.0000 O   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  5  1  0
  4  1  1  0
  5  2  1  0
  6  1  1  0
  7  4  1  0
  8  3  1  0
  9  3  2  0
 10  6  1  0
 11  9  1  0
 12  8  2  0
 13 12  1  0
 14  7  2  0
 15  7  1  0
 16 13  2  0
  5 10  2  0
 11 12  1  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: 235.27

Molecular Weight (Monoisotopic): 235.0528

AlogP: 1.26

#Rotatable Bonds: 3

Polar Surface Area: 107.65

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 7.29

CX LogP: 1.04

CX LogD: 0.79

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.36

Np Likeness Score: -1.02

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