Responsive image

Common name


Saquinavir

IUPAC name


(2S)-N-[(2S,3R)-4-[(3S)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(quinolin-2-ylformamido)butanediamide

SMILES


CC(C)(C)NC(=O)[C@@H]1CC2CCCCC2CN1C[C@@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(N)=O)NC(=O)C1=NC2=CC=CC=C2C=C1

Compound class


Protease Inhibitors; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP3A Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


For the treatment of HIV-1 with advanced immunodeficiency together with antiretroviral nucleoside analogues.

Common name


Saquinavir

IUPAC name


(2S)-N-[(2S,3R)-4-[(3S)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(quinolin-2-ylformamido)butanediamide

SMILES


CC(C)(C)NC(=O)[C@@H]1CC2CCCCC2CN1C[C@@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(N)=O)NC(=O)C1=NC2=CC=CC=C2C=C1

INCHI


InChI=1S/C38H50N6O5/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2,39,46)(H,41,48)(H,42,47)(H,43,49)/t26?,27?,30-,31-,32-,33+/m0/s1

FORMULA


C38H50N6O5

Responsive image

Common name


Saquinavir

IUPAC name


(2S)-N-[(2S,3R)-4-[(3S)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(quinolin-2-ylformamido)butanediamide

Molecular weight


670.841

clogP


3.844

clogS


-6.880

HBond Acceptor


7

HBond Donor


6

Total Polar
Surface Area


166.75

Number of Rings


5

Rotatable Bond


13

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00012 isobutane Responsive image C(C)(C)C 0.0611
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00336 N-(2-hydroxyethyl)propanamide Responsive image CCC(=O)NCCO 0.0010
FDBF00397 N-tert-butylformamide Responsive image O=CNC(C)(C)C 0.0024
FDBF00410 (2S)-1-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-2-yl]propan-2-ol Responsive image N1(CC2C(CC1)CCCC2)CC(C)O 0.0007
FDBF02775 quinoline-2-carboxamide Responsive image O=C(N)c1nc2c(cc1)cccc2 0.0003
FDBF02782 N-[(1R,2R)-2-hydroxy-1-methyl-propyl]acetamide Responsive image CC(=O)NC(C(O)C)C 0.0003
FDBF02783 N-[(2R)-2-hydroxypropyl]propanamide Responsive image C(C)C(=O)NCC(O)C 0.0003
FDBF02786 N-[(1R,2R)-2-hydroxy-1-methyl-propyl]propanamide Responsive image OC(C)C(NC(=O)CC)C 0.0003
49 , 5