ID: ALA5279435

Max Phase: Preclinical

Molecular Formula: C45H46F4N8O6S2

Molecular Weight: 935.04

Representations

Canonical SMILES:  Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)CCNC(=O)c2ccc(N3C(=S)N(c4ccc(C#N)c(C(F)(F)F)c4)C(=O)C3(C)C)cc2F)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C45H46F4N8O6S2/c1-24-36(65-23-53-24)26-9-7-25(8-10-26)21-52-39(61)34-19-30(58)22-55(34)40(62)37(43(2,3)4)54-35(59)15-16-51-38(60)31-14-13-29(18-33(31)46)57-42(64)56(41(63)44(57,5)6)28-12-11-27(20-50)32(17-28)45(47,48)49/h7-14,17-18,23,30,34,37,58H,15-16,19,21-22H2,1-6H3,(H,51,60)(H,52,61)(H,54,59)/t30-,34+,37-/m1/s1

Standard InChI Key:  GHDHSFXBWJJYAN-XTYUYLDHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 935.04

Molecular Weight (Monoisotopic): 934.2918

AlogP: 5.99

#Rotatable Bonds: 12

Polar Surface Area: 188.07

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.14

CX Basic pKa: 2.65

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.10

Np Likeness Score: -1.05

References

1. Han X, Wang C, Qin C, Xiang W, Fernandez-Salas E, Yang CY, Wang M, Zhao L, Xu T, Chinnaswamy K, Delproposto J, Stuckey J, Wang S..  (2019)  Discovery of ARD-69 as a Highly Potent Proteolysis Targeting Chimera (PROTAC) Degrader of Androgen Receptor (AR) for the Treatment of Prostate Cancer.,  62  (2): [PMID:30629437] [10.1021/acs.jmedchem.8b01631]

Source

Source(1):

• Scientific Literature