(2S,5S,8S,27S,30S)-1-amino-27-(2-amino-2-oxoethyl)-2-(4-aminobenzyl)-30-benzyl-5-sec-butyl-8-(2-(methylthio)ethyl)-1,4,7,10,25,28-hexaoxo-3,6,9,26,29-pentaazahentriacontan-31-oic acid

ID: ALA5281354

Max Phase: Preclinical

Molecular Formula: C49H76N8O9S

Molecular Weight: 953.26

Names and Identifiers

Canonical SMILES:  CCC(C)[C@H](NC(=O)[C@H](CCSC)NC(=O)CCCCCCCCCCCCCCC(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)N[C@@H](Cc1ccc(N)cc1)C(N)=O

Standard InChI:  InChI=1S/C49H76N8O9S/c1-4-33(2)44(48(64)55-38(45(52)61)30-35-24-26-36(50)27-25-35)57-46(62)37(28-29-67-3)53-42(59)22-18-13-11-9-7-5-6-8-10-12-14-19-23-43(60)54-39(32-41(51)58)47(63)56-40(49(65)66)31-34-20-16-15-17-21-34/h15-17,20-21,24-27,33,37-40,44H,4-14,18-19,22-23,28-32,50H2,1-3H3,(H2,51,58)(H2,52,61)(H,53,59)(H,54,60)(H,55,64)(H,56,63)(H,57,62)(H,65,66)/t33?,37-,38-,39-,40-,44-/m0/s1

Standard InChI Key:  OMQPDELHLZKAOZ-DEWPOFALSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5281354

   ---

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

Calculated Properties

Molecular Weight: 953.26

Molecular Weight (Monoisotopic): 952.5456

AlogP: 4.18

#Rotatable Bonds: 36

Polar Surface Area: 295.00

Molecular Species: ACID

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.66

CX Basic pKa: 4.37

CX LogP: 3.66

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 67

QED Weighted: 0.03

Np Likeness Score: -0.07

References

1. Ghosh AK, Osswald HL, Prato G..  (2016)  Recent Progress in the Development of HIV-1 Protease Inhibitors for the Treatment of HIV/AIDS.,  59  (11): [PMID:26799988] [10.1021/acs.jmedchem.5b01697]

Source

Source(1):

• Scientific Literature