ID: ALA4877112

Max Phase: Preclinical

Molecular Formula: C39H34Cl2N8O11S

Molecular Weight: 893.72

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(COc1cccc2c1C(=O)N(C1CCC(=O)NC1=O)C2=O)NCCCCNC(=O)Cc1sc(N/N=C(\Cc2ccccc2[N+](=O)[O-])C(=O)O)nc1-c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C39H34Cl2N8O11S/c40-23-11-10-21(16-24(23)41)34-29(61-39(45-34)47-46-25(38(56)57)17-20-6-1-2-8-26(20)49(58)59)18-31(51)42-14-3-4-15-43-32(52)19-60-28-9-5-7-22-33(28)37(55)48(36(22)54)27-12-13-30(50)44-35(27)53/h1-2,5-11,16,27H,3-4,12-15,17-19H2,(H,42,51)(H,43,52)(H,45,47)(H,56,57)(H,44,50,53)/b46-25+

Standard InChI Key:  KJSOPWPRPNOFCQ-NQOISIGVSA-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: 893.72

Molecular Weight (Monoisotopic): 892.1445

AlogP: 4.16

#Rotatable Bonds: 18

Polar Surface Area: 268.70

Molecular Species: ACID

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.98

CX Basic pKa: 4.15

CX LogP: 4.71

CX LogD: 1.45

Aromatic Rings: 4

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: -1.13

References

1. Fischer PD, Papadopoulos E, Dempersmier JM, Wang ZF, Nowak RP, Donovan KA, Kalabathula J, Gorgulla C, Junghanns PPM, Kabha E, Dimitrakakis N, Petrov OI, Mitsiades C, Ducho C, Gelev V, Fischer ES, Wagner G, Arthanari H..  (2021)  A biphenyl inhibitor of eIF4E targeting an internal binding site enables the design of cell-permeable PROTAC-degraders.,  219  [PMID:33892272] [10.1016/j.ejmech.2021.113435]

Source

Source(1):

• Scientific Literature