PICLOXYDINE

ID: ALA2104722

Chembl Id: CHEMBL2104722

PubChem CID: 5371549

Max Phase: Phase

Molecular Formula: C20H24Cl2N10

Molecular Weight: 475.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(NC(=N)N1CCN(C(=N)NC(=N)Nc2ccc(Cl)cc2)CC1)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H24Cl2N10/c21-13-1-5-15(6-2-13)27-17(23)29-19(25)31-9-11-32(12-10-31)20(26)30-18(24)28-16-7-3-14(22)4-8-16/h1-8H,9-12H2,(H4,23,25,27,29)(H4,24,26,28,30)

Standard InChI Key:  YNCLPFSAZFGQCD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2104722

   PICLOXYDINE

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 475.39

Molecular Weight (Monoisotopic): 474.1562

AlogP: 3.05

#Rotatable Bonds: 2

Polar Surface Area: 150.00

Molecular Species: BASE

HBA: 4

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.07

CX LogP: 3.40

CX LogD: -1.83

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -0.60

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. WHO Anatomical Therapeutic Chemical Classification, 

3. Loesche A, Wiese J, Sommerwerk S, Simon V, Brandt W, Csuk R..  (2017)  Repurposing N,N'-bis-(arylamidino)-1,4-piperazinedicarboxamidines: An unexpected class of potent inhibitors of cholinesterases.,  125  [PMID:27689726] [10.1016/j.ejmech.2016.09.051]

4. Grytsai O, Myrgorodska I, Rocchi S, Ronco C, Benhida R..  (2021)  Biguanides drugs: Past success stories and promising future for drug discovery.,  224  [PMID:34364161] [10.1016/j.ejmech.2021.113726]

Source

Source(3):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification