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

ID: ALA1744203

Max Phase: Preclinical

Molecular Formula: C14H17N5O4S

Molecular Weight: 235.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2csc(N=C(N)N)n2)cn1C.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C10H13N5S.C4H4O4/c1-6-3-7(4-15(6)2)8-5-16-10(13-8)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:  PINLWPBCKIKJSG-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    7.6140  -22.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7047  -23.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1806  -22.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9604  -22.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790  -23.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2791  -21.1119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5280  -21.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4225  -22.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8353  -21.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2035  -23.8527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534  -23.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9776  -23.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6406  -22.4938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6406  -23.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4397  -20.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6552  -21.6280    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 11  1  0
 14 11  1  0
 15  6  1  0
 16  9  1  0
  6  9  1  0
 10  2  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: 235.32

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: 1.46

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: -1.55

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