N-(2-chlorophenyl)imidodicarbonimidic diamide

ID: ALA42752

Chembl Id: CHEMBL42752

Cas Number: 49872-43-7

PubChem CID: 29669

Max Phase: Preclinical

Molecular Formula: C8H10ClN5

Molecular Weight: 211.66

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Chloro-Phenyl Biguanide | N-(2-Chlorophenyl)Imidodicarbonimidic Diamide | 137588-53-5|1-(2-chlorophenyl)biguanide|N-(2-chlorophenyl)-N'-(diaminomethylene)guanidine|49872-43-7|2-(2-chlorophenyl)-1-(diaminomethylidene)guanidine|2-Chloro-Phenyl biguanide|CHEMBL42752|N-(2-chlorophenyl)imidodicarbonimidic diamide|Imidodicarbonimidic diamide, N-(2-chlorophenyl)-|N-(2-CHLOROPHENYL)-1-[(DIAMINOMETHYLIDENE)AMINO]METHANIMIDAMIDE|Maybridge1_006916|SCHEMBL725722|DTXSID00274880|BDBM50053629|MFCD04225715|AKShow More⌵

Canonical SMILES:  N=C(N)NC(=N)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C8H10ClN5/c9-5-3-1-2-4-6(5)13-8(12)14-7(10)11/h1-4H,(H6,10,11,12,13,14)

Standard InChI Key:  MKWFJPZMYHPQIA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA42752

   1-(2-Chlorophenyl)biguanide

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: 211.66

Molecular Weight (Monoisotopic): 211.0625

AlogP: 1.17

#Rotatable Bonds: 1

Polar Surface Area: 97.78

Molecular Species: BASE

HBA: 2

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.09

CX LogP: 1.33

CX LogD: -1.43

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.36

Np Likeness Score: -0.94

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. Zhou Y, Peng H, Ji Q, Qi J, Zhu Z, Yang C..  (2006)  Discovery of small molecule inhibitors of integrin alphavbeta3 through structure-based virtual screening.,  16  (22): [PMID:16982193] [10.1016/j.bmcl.2006.08.061]

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(1):

• Scientific Literature