UCSF

ZINC04097343

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 7th, 2005 49 No

Popular Name: Itraconazole Itraconazole

Find On: PubMed — Wikipedia — Google

CAS Number: 84625-61-6

Other Names:

(+-)-1-sec-Butyl-4-(p-(4-(p-(((2R*,4S*)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-delta(sup 2)-1,2,4-triazolin-5-one

(+/-)-1-[( R *)- sec -butyl]-4-[ p -[4-[ p -[[(2 R *,4 S *)-2-(2,4-dichlorophenyl)-2-(1 H -1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-(DELTA) 2 1,2,4-triazolin-5-one mixture with (+/-)-1-[( R *)- sec -butyl]-4-[ p -[

(1)-cis-4-(4-(4-(4-((2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2,4-dihydro-2-sec-butyl-3H-1,2,4-triazol-3-one

conazole

2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one

2-butan-2-yl-4-[4-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one

2-butan-2-yl-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one

3H-1,2,4-Triazol-3-one, 4-(4-(4-(4-((2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-2,4-dihydro-2-(1-methylpropyl)-

3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-pipera-zinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)

3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-

4-(4-{4-[4-({[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl}oxy)phenyl]piperazin-1-yl}phenyl)-2-(1-methylpropyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

84604-65-9

84625-61-6

84625-61-6; D00350; Itraconazole (JP16/USAN); Itrizole (TN); Sporanox (TN)

AC-542

AC1L1GQ5

AC1L1IRU

AC1OCEL7

AC1Q6EZ3

AKOS000280875

Ambap84625-61-6

BIDD:GT0796

BRN 6042047

C35H38Cl2N8O4

Canadiol

CHEBI:6076

CHEMBL22587

CHEMBL882

CID3793

CID55283

CID6917738

CID9961741

cis-Itraconazole

CPD000058959

D00350

DAP000631

DB01167

EINECS 283-347-2

FDA

FT-0082511

HMS2051K14

HMS2090M20

Hyphanox

I01-1043

I0732

INN

Intraconazole

ITC

ITC;ITCZ;Itraconazol [Spanish];Itraconazolum [Latin];ITZ

ITCZ

ITR

Itraconazol

Itraconazol [Spanish]

Itraconazole & Bovine Lactoferrin

Itraconazole & Nyotran

Itraconazole & Nyotran(Liposomal Nystatin)

Itraconazole (BAN

Itraconazole (JAN/USAN)

Itraconazole oral solution

Itraconazole [USAN:BAN:INN:JAN]

Itraconazole; Itrizole (TN); Oriconazole; Sporanox (TN)

Itraconazolum

Itraconazolum [Latin]

Itrizole

Itrizole (TN)

ITZ

JAN

LS-1843

MFCD00870168

MLS000028582

MLS000759472

MLS000863291

MLS001148245

MolPort-000-883-864

MolPort-003-848-295

NCGC00089812-03

Oriconazole

Oriconazole, R51211, Sporanox

Orungal

Prokanazol

R 51211

R-51211

S2476_Selleck

SAM001246679

Sempera

SMR000058959

Spherazole

Sporal

Sporanos

Sporanox

Sporanox (TN)

Sporonox

TL8005525

Triasporn

UNII-304NUG5GF4

USAN)

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) 5.32 -1.71 -21.17 0 12 0 104 705.647 11 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 9.64e-03 g/l DrugBank-approved
Indications Antifungal KeyOrganics Bioactives
UniProt Database Links DAP1_SCHPO ChEBI
Patent Database Links EP0862917; EP1438962; EP1514877; EP1642571; EP1698327; EP1712220; EP1731138; EP1754481; EP1764104; EP1857113; EP1864657; EP1867332; EP1894559; EP1895012; EP1911454; EP1925316; EP1970040; EP1970076; US2004132722; US2004254182; US2005070551; US2005070552; U ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CP51A-1-E Cytochrome P450 51 (cluster #1 Of 2), Eukaryotic Eukaryotes 3600 0.16 Binding ≤ 10μM
CYSP-1-E Cruzipain (cluster #1 Of 4), Eukaryotic Eukaryotes 3000 0.16 Binding ≤ 10μM
MDR1-1-E P-glycoprotein 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 30 0.21 Functional ≤ 10μM
MDR3-1-E P-glycoprotein 3 (cluster #1 Of 2), Eukaryotic Eukaryotes 200 0.19 Functional ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 700 0.18 ADME/T ≤ 10μM
Q96W81-1-F 14-alpha Sterol Demethylase (cluster #1 Of 1), Fungal Fungi 31 0.21 Binding ≤ 10μM
Q4WNT5-1-O 14-alpha Sterol Demethylase Cyp51A (cluster #1 Of 1), Other Other 1010 0.17 Binding ≤ 10μM
Z102121-2-O Trichophyton Mentagrophytes (cluster #2 Of 3), Other Other 370 0.18 Functional ≤ 10μM
Z50046-1-O Trichophyton Quinckeanum (cluster #1 Of 2), Other Other 2930 0.16 Functional ≤ 10μM
Z50408-1-O Issatchenkia Orientalis (cluster #1 Of 2), Other Other 4210 0.15 Functional ≤ 10μM
Z50409-1-O Kluyveromyces Marxianus (cluster #1 Of 2), Other Other 400 0.18 Functional ≤ 10μM
Z50442-1-O Candida Albicans (cluster #1 Of 4), Other Other 1410 0.17 Functional ≤ 10μM
Z50443-1-O Candida Glabrata (cluster #1 Of 1), Other Other 3740 0.16 Functional ≤ 10μM
Z50452-1-O Trichophyton Rubrum (cluster #1 Of 2), Other Other 980 0.17 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Q96W81_ASPFM Q96W81 14-alpha Sterol Demethylase, Aspfm 31 0.21 Binding ≤ 1μM
Q96W81_ASPFM Q96W81 14-alpha Sterol Demethylase, Aspfm 31 0.21 Binding ≤ 10μM
Q4WNT5_ASPFU Q4WNT5 14-alpha Sterol Demethylase Cyp51A, Aspfu 1010 0.17 Binding ≤ 10μM
CYSP_TRYCR P25779 Cruzipain, Trycr 3000 0.16 Binding ≤ 10μM
CP51A_HUMAN Q16850 Cytochrome P450 51, Human 3600 0.16 Binding ≤ 10μM
Z50442 Z50442 Candida Albicans 1390 0.17 Functional ≤ 10μM
Z50443 Z50443 Candida Glabrata 3740 0.16 Functional ≤ 10μM
Z50408 Z50408 Issatchenkia Orientalis 4210 0.15 Functional ≤ 10μM
Z50409 Z50409 Kluyveromyces Marxianus 400 0.18 Functional ≤ 10μM
MDR1_HUMAN P08183 P-glycoprotein 1, Human 2100 0.16 Functional ≤ 10μM
MDR1_MOUSE P06795 P-glycoprotein 1, Mouse 700 0.18 Functional ≤ 10μM
MDR3_MOUSE P21447 P-glycoprotein 3, Mouse 200 0.19 Functional ≤ 10μM
Z102121 Z102121 Trichophyton Mentagrophytes 370 0.18 Functional ≤ 10μM
Z50046 Z50046 Trichophyton Quinckeanum 2930 0.16 Functional ≤ 10μM
Z50452 Z50452 Trichophyton Rubrum 560 0.18 Functional ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 700 0.18 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Abacavir transmembrane transport
ABC-family proteins mediated transport
Activation of gene expression by SREBF (SREBP)
Aflatoxin activation and detoxification
Cholesterol biosynthesis
Endogenous sterols
Xenobiotics

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