(((4-((E)-4-((3S,6S)-6-((R)-5-amino-5-oxopentan-2-ylcarbamoyl)-4-oxo-1,2,3,4,6,7-hexahydroazepino[3,2,1-hi]indol-3-ylamino)-4-oxobut-2-en-2-yl)phenyl)difluoromethyl)phosphoryl)bis(oxy)bis(methylene)bis(2,2-dimethylpropanoate)

ID: ALA1774973

Chembl Id: CHEMBL1774973

PubChem CID: 24772856

Max Phase: Preclinical

Molecular Formula: C41H53F2N4O11P

Molecular Weight: 846.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\C(=O)N[C@H]1CCc2cccc3c2N(C1=O)[C@H](C(=O)N[C@H](C)CCC(N)=O)C3)c1ccc(C(F)(F)P(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C41H53F2N4O11P/c1-24(26-13-16-29(17-14-26)41(42,43)59(54,57-22-55-37(52)39(3,4)5)58-23-56-38(53)40(6,7)8)20-33(49)46-30-18-15-27-10-9-11-28-21-31(47(34(27)28)36(30)51)35(50)45-25(2)12-19-32(44)48/h9-11,13-14,16-17,20,25,30-31H,12,15,18-19,21-23H2,1-8H3,(H2,44,48)(H,45,50)(H,46,49)/b24-20+/t25-,30+,31+/m1/s1

Standard InChI Key:  FPJJYMKTWVMUCU-GCFVZNOFSA-N

Alternative Forms

1. Parent:

   

   ALA1774973

   Peptidomimetic analog 3

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 846.86

Molecular Weight (Monoisotopic): 846.3417

AlogP: 5.62

#Rotatable Bonds: 16

Polar Surface Area: 209.73

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.93

CX Basic pKa: ┄

CX LogP: 6.22

CX LogD: 6.22

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.08

Np Likeness Score: -0.19

References

1. Mandal PK, Gao F, Lu Z, Ren Z, Ramesh R, Birtwistle JS, Kaluarachchi KK, Chen X, Bast RC, Liao WS, McMurray JS..  (2011)  Potent and selective phosphopeptide mimetic prodrugs targeted to the Src homology 2 (SH2) domain of signal transducer and activator of transcription 3.,  54  (10): [PMID:21486047] [10.1021/jm2000882]

Source

Source(1):

• Scientific Literature