ID: ALA5286855

Max Phase: Preclinical

Molecular Formula: C48H52F4N8O6S2

Molecular Weight: 977.12

Representations

Canonical SMILES:  Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)CCCCCNC(=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/C48H52F4N8O6S2/c1-27-39(68-26-56-27)29-13-11-28(12-14-29)24-55-42(64)37-22-33(61)25-58(37)43(65)40(46(2,3)4)57-38(62)10-8-7-9-19-54-41(63)34-18-17-32(21-36(34)49)60-45(67)59(44(66)47(60,5)6)31-16-15-30(23-53)35(20-31)48(50,51)52/h11-18,20-21,26,33,37,40,61H,7-10,19,22,24-25H2,1-6H3,(H,54,63)(H,55,64)(H,57,62)/t33-,37+,40-/m1/s1

Standard InChI Key:  LBGRZWNYLZVZQM-HOLFLANQSA-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: 977.12

Molecular Weight (Monoisotopic): 976.3387

AlogP: 7.16

#Rotatable Bonds: 15

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: 12.42

CX Basic pKa: 2.65

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 4

Heavy Atoms: 68

QED Weighted: 0.05

Np Likeness Score: -0.94

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