N-(4-methylphenyl)imidodicarbonimidic diamide

ID: ALA291064

Chembl Id: CHEMBL291064

Cas Number: 15233-33-7

PubChem CID: 2730263

Max Phase: Preclinical

Molecular Formula: C9H13N5

Molecular Weight: 191.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-Methyl-Phenyl Biguanide | N-(4-Methylphenyl)Imidodicarbonimidic Diamide | 15233-33-7|1-(diaminomethylidene)-2-(4-methylphenyl)guanidine|4-Methyl-Phenyl biguanide|CHEMBL291064|N-(4-methylphenyl)imidodicarbonimidic diamide|1-(p-tolyl)biguanide|a-p-Tolyl-biguanid|N-(p-tolyl)biguanide|1-carbamimidamido-N-(4-methylphenyl)methanimidamide|MLS000769486|SCHEMBL650677|SCHEMBL19038561|DTXSID60369640|ILEIGUXOYKZHRK-UHFFFAOYSA-N|HMS2788H23|BDBM50053630|AKOS002225119|AKOS003663140|PD129713|SMR000434199|EN30Show More⌵

Canonical SMILES:  Cc1ccc(NC(=N)N=C(N)N)cc1

Standard InChI:  InChI=1S/C9H13N5/c1-6-2-4-7(5-3-6)13-9(12)14-8(10)11/h2-5H,1H3,(H6,10,11,12,13,14)

Standard InChI Key:  ILEIGUXOYKZHRK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA291064

   1-(Diaminomethylidene)-2-(4-methylphenyl)guanidine

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: 191.24

Molecular Weight (Monoisotopic): 191.1171

AlogP: 0.62

#Rotatable Bonds: 1

Polar Surface Area: 100.28

Molecular Species: BASE

HBA: 1

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.16

CX LogP: 0.80

CX LogD: -1.78

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.39

Np Likeness Score: -0.81

References

1. Dukat M, Choi YN, Teitler M, Du Pre A, Herrick-Davis K, Smith C, Glennon RA..  (2001)  The binding of arylguanidines at 5-HT(3) serotonin receptors: a structure-affinity investigation.,  11  (12): [PMID:11412989] [10.1016/s0960-894x(01)00291-8]

2. Dukat M, Abdel-Rahman AA, Ismaiel AM, Ingher S, Teitler M, Gyermek L, Glennon RA..  (1996)  Structure-activity relationships for the binding of arylpiperazines and arylbiguanides at 5-HT3 serotonin receptors.,  39  (20): [PMID:8831767] [10.1021/jm9603936]

3. PubChem BioAssay data set, 

4. Tonelli M, Espinoza S, Gainetdinov RR, Cichero E..  (2017)  Novel biguanide-based derivatives scouted as TAAR1 agonists: Synthesis, biological evaluation, ADME prediction and molecular docking studies.,  127  [PMID:27823885] [10.1016/j.ejmech.2016.10.058]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays