((2-(((5S,8S,10aR)-3-Acetyl-8-(((S)-5-amino-1-(benzhydrylamino)-1,5-dioxopentan-2-yl)carbamoyl)-6-oxodecahydropyrrolo[1,2-a][1,5]diazocin-5-yl)carbamoyl)-1H-indol-5-yl)difluoromethyl)phosphonic acid

ID: ALA4575382

Chembl Id: CHEMBL4575382

PubChem CID: 139600322

Max Phase: Preclinical

Molecular Formula: C40H44F2N7O9P

Molecular Weight: 835.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CC[C@H]2CC[C@@H](C(=O)N[C@@H](CCC(N)=O)C(=O)NC(c3ccccc3)c3ccccc3)N2C(=O)[C@@H](NC(=O)c2cc3cc(C(F)(F)P(=O)(O)O)ccc3[nH]2)C1

Standard InChI:  InChI=1S/C40H44F2N7O9P/c1-23(50)48-19-18-28-13-16-33(38(54)45-30(15-17-34(43)51)36(52)47-35(24-8-4-2-5-9-24)25-10-6-3-7-11-25)49(28)39(55)32(22-48)46-37(53)31-21-26-20-27(12-14-29(26)44-31)40(41,42)59(56,57)58/h2-12,14,20-21,28,30,32-33,35,44H,13,15-19,22H2,1H3,(H2,43,51)(H,45,54)(H,46,53)(H,47,52)(H2,56,57,58)/t28-,30+,32+,33+/m1/s1

Standard InChI Key:  HBICZHLVBCLHSV-VUCLUUCHSA-N

Alternative Forms

1. Parent:

   

   ALA4575382

   ---

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

Calculated Properties

Molecular Weight: 835.80

Molecular Weight (Monoisotopic): 835.2906

AlogP: 2.76

#Rotatable Bonds: 13

Polar Surface Area: 244.33

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.49

CX Basic pKa: ┄

CX LogP: 0.33

CX LogD: -2.43

Aromatic Rings: 4

Heavy Atoms: 59

QED Weighted: 0.10

Np Likeness Score: -0.71

References

1. Zhou H, Bai L, Xu R, Zhao Y, Chen J, McEachern D, Chinnaswamy K, Wen B, Dai L, Kumar P, Yang CY, Liu Z, Wang M, Liu L, Meagher JL, Yi H, Sun D, Stuckey JA, Wang S..  (2019)  Structure-Based Discovery of SD-36 as a Potent, Selective, and Efficacious PROTAC Degrader of STAT3 Protein.,  62  (24): [PMID:31747516] [10.1021/acs.jmedchem.9b01530]

2. Zhou H,Bai L,Xu R,McEachern D,Chinnaswamy K,Li R,Wen B,Wang M,Yang CY,Meagher JL,Sun D,Stuckey JA,Wang S.  (2021)  SD-91 as A Potent and Selective STAT3 Degrader Capable of Achieving Complete and Long-Lasting Tumor Regression.,  12  (6.0): [PMID:34141084] [10.1021/acsmedchemlett.1c00155]

Source

Source(1):

• Scientific Literature