ID: ALA3426543

Max Phase: Preclinical

Molecular Formula: C20H14Cl2N4O2

Molecular Weight: 413.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1C[C@]2(C(=O)Nc3ccc(Cl)cc32)c2cnn(Cc3ccc(Cl)cc3)c2N1

Standard InChI:  InChI=1S/C20H14Cl2N4O2/c21-12-3-1-11(2-4-12)10-26-18-15(9-23-26)20(8-17(27)25-18)14-7-13(22)5-6-16(14)24-19(20)28/h1-7,9H,8,10H2,(H,24,28)(H,25,27)/t20-/m1/s1

Standard InChI Key:  YHTOAXKFMFDLOO-HXUWFJFHSA-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: 413.26

Molecular Weight (Monoisotopic): 412.0494

AlogP: 3.82

#Rotatable Bonds: 2

Polar Surface Area: 76.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.53

CX Basic pKa: 1.60

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.01

References

1. Zou B, Chan WL, Ding M, Leong SY, Nilar S, Seah PG, Liu W, Karuna R, Blasco F, Yip A, Chao A, Susila A, Dong H, Wang QY, Xu HY, Chan K, Wan KF, Gu F, Diagana TT, Wagner T, Dix I, Shi PY, Smith PW..  (2015)  Lead optimization of spiropyrazolopyridones: a new and potent class of dengue virus inhibitors.,  6  (3): [PMID:25878766] [10.1021/ml500521r]

2. Behnam MA, Nitsche C, Boldescu V, Klein CD..  (2016)  The Medicinal Chemistry of Dengue Virus.,  59  (12): [PMID:26771861] [10.1021/acs.jmedchem.5b01653]

Source

Source(1):

• Scientific Literature