ID: ALA9053

Max Phase: Preclinical

Molecular Formula: C27H40N6

Molecular Weight: 448.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCNC(=N)c1ccc(N2CCCN(c3ccc(C(=N)NCCCC)cc3)CC2)cc1

Standard InChI:  InChI=1S/C27H40N6/c1-3-5-16-30-26(28)22-8-12-24(13-9-22)32-18-7-19-33(21-20-32)25-14-10-23(11-15-25)27(29)31-17-6-4-2/h8-15H,3-7,16-21H2,1-2H3,(H2,28,30)(H2,29,31)

Standard InChI Key:  QUYQIACDGIMYCS-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: 448.66

Molecular Weight (Monoisotopic): 448.3314

AlogP: 4.83

#Rotatable Bonds: 10

Polar Surface Area: 78.24

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 12.67

CX LogP: 4.92

CX LogD: 0.09

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.24

Np Likeness Score: -0.64

References

1. Donkor IO, Huang TL, Tao B, Rattendi D, Lane S, Vargas M, Goldberg B, Bacchi C..  (2003)  Trypanocidal activity of conformationally restricted pentamidine congeners.,  46  (6): [PMID:12620080] [10.1021/jm020375q]

2. 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]

3. 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]

4. 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