N-[4-(5-Dimethylaminomethyl-1H-pyrrol-3-yl)-thiazol-2-yl]-guanidine: (1.5 maleate)

ID: ALA1744212

Max Phase: Preclinical

Molecular Formula: C15H20N6O4S

Molecular Weight: 264.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)Cc1cc(-c2csc(N=C(N)N)n2)c[nH]1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C11H16N6S.C4H4O4/c1-17(2)5-8-3-7(4-14-8)9-6-18-11(15-9)16-10(12)13;5-3(6)1-2-4(7)8/h3-4,6,14H,5H2,1-2H3,(H4,12,13,15,16);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  HMWVDTUNCXQWTM-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
    5.0880  -22.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580  -21.8425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9965  -21.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2628  -22.5302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3318  -22.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5752  -23.1664    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375  -22.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8046  -21.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8991  -20.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6557  -20.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2058  -21.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3489  -22.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0311  -20.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0134  -23.2351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248  -21.8081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5125  -21.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3378  -21.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1859  -22.3583    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  2  0
  3  5  1  0
  4  1  1  0
  5  2  1  0
  6  1  1  0
  7  4  2  3
  8  3  1  0
  9  3  2  0
 10  9  1  0
 11  8  2  0
 12  6  1  0
 13 11  1  0
 14  7  1  0
 15  7  1  0
 16 13  1  0
 17 16  1  0
 18 16  1  0
  5 12  2  0
 10 11  1  0
 19 20  2  0
 19 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 21 26  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: 264.36

Molecular Weight (Monoisotopic): 264.1157

AlogP: 1.10

#Rotatable Bonds: 4

Polar Surface Area: 96.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.43

CX LogP: 0.90

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.57

Np Likeness Score: -1.50

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