ID: ALA88670

Max Phase: Preclinical

Molecular Formula: C25H32N6

Molecular Weight: 416.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1cc(N2CCCN(c3ccc(C4=NCCCN4)cc3)CC2)ccc1C1=NCCCN1

Standard InChI:  InChI=1S/C25H32N6/c1-12-26-24(27-13-1)20-4-8-22(9-5-20)30-16-3-17-31(19-18-30)23-10-6-21(7-11-23)25-28-14-2-15-29-25/h4-11H,1-3,12-19H2,(H,26,27)(H,28,29)

Standard InChI Key:  KDOAVCHLHBJIOD-UHFFFAOYSA-N

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

Properties

Molecular Weight: 416.57

Molecular Weight (Monoisotopic): 416.2688

AlogP: 2.88

#Rotatable Bonds: 4

Polar Surface Area: 55.26

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 11.56

CX LogP: 2.50

CX LogD: -2.30

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.80

Np Likeness Score: -0.64

References

1. Huang TL, Tao B, Quarshie Y, Queener SF, Donkor IO..  (2001)  N,N'-bis[4-(N-alkylamidino)phenyl]homopiperazines as anti-Pneumocystis carinii agents.,  11  (20): [PMID:11591500] [10.1016/s0960-894x(01)00541-8]

2. Vanden Eynde JJ, Mayence A, Johnson MT, Huang TL, Collins MS, Rebholz S, Walzer PD, Cushion MT, Donkor IO.  (2005)  Antitumor and Anti-Pneumocystis Carinii Activities of Novel Bisbenzamidines,  14  (3): [10.1007/s00044-005-0130-2]

3. Berger ML, Maciejewska D, Vanden Eynde JJ, Mottamal M, Żabiński J, Kaźmierczak P, Rezler M, Jarak I, Piantanida I, Karminski-Zamola G, Mayence A, Rebernik P, Kumar A, Ismail MA, Boykin DW, Huang TL..  (2015)  Pentamidine analogs as inhibitors of [(3)H]MK-801 and [(3)H]ifenprodil binding to rat brain NMDA receptors.,  23  (15): [PMID:26117647] [10.1016/j.bmc.2015.06.012]

Source

Source(1):

• Scientific Literature