ID: ALA5179012

Max Phase: Preclinical

Molecular Formula: C48H69N7O11

Molecular Weight: 920.12

Representations

Canonical SMILES:  COC(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](CN(Cc1ccc(-c2ccccn2)cc1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)OC(=O)OC(OC(=O)[C@H](N)C(C)C)C(C)C)C(C)(C)C

Standard InChI:  InChI=1S/C48H69N7O11/c1-29(2)37(49)42(58)65-43(30(3)4)66-46(61)64-36(35(26-31-18-14-13-15-19-31)51-40(56)38(47(5,6)7)52-44(59)62-11)28-55(54-41(57)39(48(8,9)10)53-45(60)63-12)27-32-21-23-33(24-22-32)34-20-16-17-25-50-34/h13-25,29-30,35-39,43H,26-28,49H2,1-12H3,(H,51,56)(H,52,59)(H,53,60)(H,54,57)/t35-,36-,37+,38+,39+,43?/m0/s1

Standard InChI Key:  DLUXWMAGQWCCLR-VBIXTJAZSA-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: 920.12

Molecular Weight (Monoisotopic): 919.5055

AlogP: 5.88

#Rotatable Bonds: 20

Polar Surface Area: 238.84

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.77

CX Basic pKa: 7.48

CX LogP: 7.34

CX LogD: 7.00

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.04

Np Likeness Score: -0.08

References

1. A M Subbaiah M, Subramani L, Ramar T, Desai S, Sinha S, Mandlekar S, Kadow JF, Jenkins S, Krystal M, Subramanian M, Sridhar S, Padmanabhan S, Bhutani P, Arla R, Meanwell NA..  (2022)  Improving Drug Delivery While Tailoring Prodrug Activation to Modulate C_max and C_min by Optimization of (Carbonyl)oxyalkyl Linker-Based Prodrugs of Atazanavir.,  65  (16.0): [PMID:35952307] [10.1021/acs.jmedchem.2c00632]

2. A M Subbaiah M, Subramani L, Ramar T, Desai S, Sinha S, Mandlekar S, Kadow JF, Jenkins S, Krystal M, Subramanian M, Sridhar S, Padmanabhan S, Bhutani P, Arla R, Meanwell NA..  (2022)  Improving Drug Delivery While Tailoring Prodrug Activation to Modulate C_max and C_min by Optimization of (Carbonyl)oxyalkyl Linker-Based Prodrugs of Atazanavir.,  65  (16.0): [PMID:35952307] [10.1021/acs.jmedchem.2c00632]

Source

Source(1):

• Scientific Literature