ID: ALA5279411

Max Phase: Preclinical

Molecular Formula: C49H54F4N8O6S2

Molecular Weight: 991.15

Representations

Canonical SMILES:  Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)CCCCCCNC(=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/C49H54F4N8O6S2/c1-28-40(69-27-57-28)30-14-12-29(13-15-30)25-56-43(65)38-23-34(62)26-59(38)44(66)41(47(2,3)4)58-39(63)11-9-7-8-10-20-55-42(64)35-19-18-33(22-37(35)50)61-46(68)60(45(67)48(61,5)6)32-17-16-31(24-54)36(21-32)49(51,52)53/h12-19,21-22,27,34,38,41,62H,7-11,20,23,25-26H2,1-6H3,(H,55,64)(H,56,65)(H,58,63)/t34-,38+,41-/m1/s1

Standard InChI Key:  QPHYYAFAFYEWMM-RHMQSKSJSA-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: 991.15

Molecular Weight (Monoisotopic): 990.3544

AlogP: 7.55

#Rotatable Bonds: 16

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: 12.45

CX Basic pKa: 2.65

CX LogP: 6.39

CX LogD: 6.39

Aromatic Rings: 4

Heavy Atoms: 69

QED Weighted: 0.05

Np Likeness Score: -0.92

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