UCSF

ZINC03955219

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 25th, 2005 38 No

Popular Name: Darunavir Darunavir

Find On: PubMed — Wikipedia — Google

CAS Numbers: 206361-99-1 , 635728-49-3

Other Names:

(3-((4-aminobenzenesulfonyl)isobutylamino)-1-benzyl-2-hydroxypropyl)carbamic acid hexahydrofuro(2,3-b)furan-3-yl ester

(3-((4-aminobenzenesulfonyl)isobutylamino)-1-benzyl-2-hydroxypropyl)carbamic acid hexahydrofuro(2,3-b)furan-3-yl ester; Darunavir; Darunavir [USAN]; LS-187026; Prezista; TMC 114; TMC-114; TMC114; UIC-94017

(3R,3aS,6aR)-Hexahydrofuro(2,3-b)furan-3-yl N-((1S,2R)-1-benzyl-2-hydroxy-3-(N1-isobutylsulfanilamido)propyl)carbamate

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-2-hydroxy-3-(N(1)-isobutylsulfanilamido)propyl)carbamate

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-2-hydroxy-3-(N(1)-isobutylsulfanilamido)propyl)carbamate; (3R,3aS,6aR)-tetrahydro-2H-furo[2,3-b]furan-3-yl (2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-ylcarbamat

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-3-hydroxy-1-phenylbutan-2-yl]carbamate

(3R,3AS,6AR)-HEXAHYDROFURO[2,3-B]FURAN-3-YL(1S,2R)-3-[[(4-AMINOPHENYL)SULFONYL](ISOBUTYL)AMINO]-1-BENZYL-2-HYDROXYPROPYLCARBAMATE

(3R,3aS,6aR)-tetrahydro-2H-furo[2,3-b]furan-3-yl (2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-ylcarbamate

(3R,3aS,6aR)-tetrahydro-2H-furo[2,3-b]furan-3-yl (2S,3R)-4-(4-amino-N-neopentylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-ylcarbamate

vir

206361-99-1

206361-99-1; D03656; Darunavir (USAN/INN)

2f80

2f81

2f8g

2hs1

2hs2

2idw

2ien

3bvb

3cyw

3d1z

3d20

618109-00-5

635728-49-3; D06478; Darunavir ethanolate (JAN); Prezista (TN)

AC1L4U4V

AIDS073035

AIDS073035;Darunavirum [INN-latin];TMC-114;TMC114;UIC-94017

Carbamic acid, [(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-, (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester

CHEBI:367163

CHEBI:589942; CHEBI:39487

CHEMBL1323

CID213039

D03656

DAP001086

Darunavir (INN

Darunavir (USAN

Darunavir (USAN/INN)

Darunavir Ethanolate

Darunavir ethanolate; LS-186602; TMC 114

Darunavir [USAN]

darunavir; darunavirum

Darunavirum

Darunavirum [INN-latin]

DB01264

INN); Darunavir Ethanolate (FDA)

LS-187026

LS-187772

LS-191295

MC-114

MC-114; TMC-114; UIC-940T

MolPort-003-846-141

N-((1S,2R)-3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-benzylpropyl)((1S,2R,5R)-4,6-dioxabicyclo(3.3.0)oct-2-yloxy)carboxamide

Prezista

Prezista Naive

Prezista(TM)

TMC 114

TMC-114

TMC114

UIC 94017

UIC-94017

UIC-940T

UIC-96017

UNII-YO603Y8113

USAN); Darunavir Ethanolate (FDA)

[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate

[(S)-3-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-2-hydroxy-1-((R)-phenylmethyl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester

{(1S,2R)-3-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 4.32 4.71 -16.55 4 10 0 140 547.674 12 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 6.68e-02 g/l DrugBank-approved

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Q72874-1-V Human Immunodeficiency Virus Type 1 Protease (cluster #1 Of 3), Viral Viruses 7 0.30 Binding ≤ 10μM
Z101839-1-O HIV-1 M:B_Lai (cluster #1 Of 1), Other Other 2 0.32 Functional ≤ 10μM
Z50607-1-O Human Immunodeficiency Virus 1 (cluster #1 Of 10), Other Other 9 0.30 Functional ≤ 10μM
Z50658-1-O Human Immunodeficiency Virus 2 (cluster #1 Of 4), Other Other 900 0.22 Functional ≤ 10μM
Z80295-2-O MT4 (Lymphocytes) (cluster #2 Of 8), Other Other 7 0.30 Functional ≤ 10μM
Z50587-1-O Homo Sapiens (cluster #1 Of 1), Other Other 700 0.23 ADME/T ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Q72874_9HIV1 Q72874 Human Immunodeficiency Virus Type 1 Protease, 9hiv1 0.1 0.37 Binding ≤ 1μM
Q72874_9HIV1 Q72874 Human Immunodeficiency Virus Type 1 Protease, 9hiv1 0.1 0.37 Binding ≤ 10μM
Z101839 Z101839 HIV-1 M:B_Lai 1.6 0.32 Functional ≤ 10μM
Z50607 Z50607 Human Immunodeficiency Virus 1 0.4 0.35 Functional ≤ 10μM
Z50658 Z50658 Human Immunodeficiency Virus 2 10 0.29 Functional ≤ 10μM
Z80295 Z80295 MT4 (Lymphocytes) 3.9 0.31 Functional ≤ 10μM
Z50587 Z50587 Homo Sapiens 700 0.23 ADME/T ≤ 10μM

Analogs ( Draw Identity 99% 90% 80% 70% )