N-[2-(1H-Indol-3-yl)-ethyl]-guanidine: (maleate)

ID: ALA1744196

PubChem CID: 54585987

Max Phase: Preclinical

Molecular Formula: C15H18N4O4

Molecular Weight: 202.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCc1c[nH]c2ccccc12.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C11H14N4.C4H4O4/c12-11(13)14-6-5-8-7-15-10-4-2-1-3-9(8)10;5-3(6)1-2-4(7)8/h1-4,7,15H,5-6H2,(H4,12,13,14);1-2H,(H,5,6)(H,7,8)/b;2-1-

Standard InChI Key:  PZVNPSKKUTWNMJ-BTJKTKAUSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    8.3259  -21.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5097  -21.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908  -22.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1706  -22.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7856  -22.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4984  -22.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185  -22.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769  -22.0600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769  -23.4970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462  -22.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428  -22.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7741  -23.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2054  -22.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4926  -23.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2054  -23.4050    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  1  0
  3  7  1  0
  4  2  2  0
  5  6  2  0
  6  1  1  0
  7 10  1  0
  8  3  2  0
  9  3  1  0
 10 11  1  0
 11  4  1  0
 12  5  1  0
 13  6  1  0
 14 15  1  0
 15 13  2  0
  5  4  1  0
 14 12  2  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: 202.26

Molecular Weight (Monoisotopic): 202.1218

AlogP: 1.19

#Rotatable Bonds: 3

Polar Surface Area: 77.69

Molecular Species: BASE

HBA: 1

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.45

CX LogP: 1.15

CX LogD: -1.26

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.45

Np Likeness Score: -0.09

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