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

ID: ALA1744200

Max Phase: Preclinical

Molecular Formula: C13H15N5O4S

Molecular Weight: 221.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]ccc1-c1csc(N=C(N)N)n1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C9H11N5S.C4H4O4/c1-5-6(2-3-12-5)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:  HQMLCYNNAVXSHJ-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    6.4404  -22.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6893  -22.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044  -22.2389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3482  -21.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6154  -22.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9330  -23.5681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7904  -22.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7065  -23.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1732  -21.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4252  -21.1962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0904  -21.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607  -20.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3779  -22.2045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721  -23.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6544  -22.6400    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  1  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  1  1  0
  7  5  2  3
  8  6  1  0
  9  4  2  0
 10  9  1  0
 11  4  1  0
 12 11  2  0
 13  7  1  0
 14  7  1  0
 15  9  1  0
  2  8  2  0
 12 10  1  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: 8.01

CX LogP: 1.23

CX LogD: 0.58

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.53

Np Likeness Score: -1.16

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