ID: ALA4781414

Max Phase: Preclinical

Molecular Formula: C20H29N5O2

Molecular Weight: 371.49

Molecule Type: Unknown

Representations

Canonical SMILES:  Cc1cc2ccnc(N[C@@H]3CCNC[C@H]3C(=O)N[C@H](C)C(C)C)c2[nH]c1=O

Standard InChI:  InChI=1S/C20H29N5O2/c1-11(2)13(4)23-20(27)15-10-21-7-6-16(15)24-18-17-14(5-8-22-18)9-12(3)19(26)25-17/h5,8-9,11,13,15-16,21H,6-7,10H2,1-4H3,(H,22,24)(H,23,27)(H,25,26)/t13-,15-,16-/m1/s1

Standard InChI Key:  PESPUVVMCXNJBJ-FVQBIDKESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 371.49

Molecular Weight (Monoisotopic): 371.2321

AlogP: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 98.91

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.99

CX Basic pKa: 9.25

CX LogP: 1.17

CX LogD: -0.69

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.55

References

1. Watson RJ,Bamborough P,Barnett H,Chung CW,Davis R,Gordon L,Grandi P,Petretich M,Phillipou A,Prinjha RK,Rioja I,Soden P,Werner T,Demont EH.  (2020)  GSK789: A Selective Inhibitor of the First Bromodomains (BD1) of the Bromo and Extra Terminal Domain (BET) Proteins.,  63  (17): [PMID:32691589] [10.1021/acs.jmedchem.0c00614]

Source

Source(1):

• Scientific Literature