UCSF

ZINC14879999

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
July 16th, 2008 44 No

Popular Name: Novobiocin Novobiocin

Find On: PubMed — Wikipedia — Google

CAS Numbers: 1476-53-5 , 1476-53-5, 303-81-1 [novo , 1476-53-5, 303-81-1 [novobiocin] , 303-81-1 , [303-81-1]

Other Names:

(3r,4s,5r,6r)-5-hydroxy-6-[(2-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]amino}-8-methyl-4-oxo-4h-chromen-7-yl)oxy]-3-methoxy-2,2-dimethyltetrahydro-2h-pyran-4-yl carbamate(non-preferred name)

(3R,4S,5R,6R)-5-hydroxy-6-{[4-hydroxy-3-({[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]carbonyl}amino)-8-methyl-2-oxo-2H-chromen-7-yl]oxy}-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate

1476-53-5

1476-53-5 (mono-hydrochloride salt)

1476-53-5 (MONOSODIUM SALT); Albamix; Albamycin; Antibiotic PA-93; Cardelmycin; Cathocin; Cathomycin; Crystallinic acid; Inamycin; nchembio.2007.28-comp33; NOV; Novo-r; Novobiocin [inn:ban]; Novobiocin, monosodium salt; Novobiocina [inn-spanish]; Novobioc

1476-53-5; Albamycin (TN); D01209; NB; Novobiocin sodium (JAN/USP)

1476-53-5; Novobiocin sodium salt; Prestwick_1011

1aj6

303-81-1

303-81-1; C05080; Novobiocin

4309-70-0 (calcium salt)

4676-58-8

7-(3-(O-Carbamoyl)-4-(O-methyl)-5,5-dimethyl-alpha-L-lyxopyranosyloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methyl-2-butenyl)benzamidol)-8-methylcumarin

7-(3-(O-Carbamoyl)-4-(O-methyl)-5,5-dimethyl-alpha-L-lyxopyranosyloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methyl-2-butenyl)benzamidol)-8-methylcumarin; 7-(Carbamoyltetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-

7-(Carbamoyltetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)benzamide)-8-methyl-2H-chromen-2-one

AC1L1SUS

AC1Q6NLU

ACon0_000808

ACon1_001693

AI3-50148

Albamix

Albamycin

Antibiotic Pa-93

Antibiotic Pa-93;Crystallinic Acid;NOV;Novobiocina [INN-Spanish];Novobiocine [INN-French];Novobiocinum [INN-Latin]

AR-1A4403

A___PH003623

Benzamide, N-(7-((3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-beta-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl)-

BRD-A76478388-236-02-4

BRD-K85307935-236-02-0

BSPBio_002115

C05080

C31H36N2O11

Cardelmycin

Cathocin

Cathomycin

CHEBI:148697

CHEBI:44505; CHEBI:25597; CHEBI:7644

CHEMBL36506

CID9346

cMAP_000043

Coumarin, 7-(4-(carbamoyloxy)tetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy)-4-hydroxy-3-(4-hydroxy-3-(4-hydroxy-3-(3-methyl-2-butenyl)benzamido)-8-methyl-

Crystallinic Acid

DAP001002

DB01051

DivK1c_000260

EINECS 206-146-3

HSDB 7443

IDI1_000260

Inamycin

KBio1_000260

KBio2_001481

KBio2_002402

KBio2_004049

KBio2_004970

KBio2_006617

KBio2_007538

KBio3_001615

KBio3_002881

KBioGR_000874

KBioGR_002402

KBioSS_001481

KBioSS_002407

KST-1A4924

LS-25404

MEGxm0_000273

MLS001032086

MolPort-000-771-685

N-[7-[[3-O-(Aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-.beta.-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)

nchembio.2007.28-comp33

NINDS_000260

NOV

Novo-R

Novobiocin (Sodium)

novobiocin sodium

Novobiocin sodium salt

Novobiocin [INN:BAN]

novobiocin(1-)

Novobiocin, Antibiotic for Culture Media Use Only

novobiocin; novobiocin anion

Novobiocina

Novobiocina [INN-Spanish]

novobiocina; novobiocine; novobiocinum

Novobiocine

Novobiocine [INN-French]

Novobiocinum

Novobiocinum [INN-Latin]

PA 93

Robiocina

Sirbiocina

SMR000718617

SPBio_001013

Spectrum2_000977

Spectrum3_000528

Spectrum4_000457

Spectrum5_001274

Spectrum_001001

Spheromycin

Stilbiocina

STOCK1N-34236

Streptonivicin

Streptonivicin (*Sodium salt*)

U 6391

UNII-17EC19951N

[(3R,4S,5R,6R)-5-hydroxy-6-[2-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-4-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate

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) 3.93 4.17 -59.66 5 13 -1 203 611.624 9 ↓
Lo Low (pH 4.5-6) 3.93 3.05 -27.62 6 13 0 200 612.632 9 ↓
Lo Low (pH 4.5-6) 3.93 3.81 -30.74 6 13 0 200 612.632 9 ↓
Lo Low (pH 4.5-6) 3.68 0.58 -25.21 6 13 0 201 612.632 9 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 9.66e-03 g/l DrugBank-approved
UniProt Database Links ACRA_ECOLI; CLS_ECOLI; GYRA_HALL2; GYRBR_STRNV; GYRBS_STRNV; GYRB_HALL2; MDTA_ECO24; MDTA_ECO27; MDTA_ECO45; MDTA_ECO55; MDTA_ECO57; MDTA_ECO5E; MDTA_ECO7I; MDTA_ECO81; MDTA_ECO8A; MDTA_ECOBW; MDTA_ECODH; MDTA_ECOHS; MDTA_ECOL5; MDTA_ECOL6; MDTA_ECOLI; MD ChEBI
Therapy antibacterial SMDC MicroSource
PUBCHEM_PATENT_ID EP0142375A2; EP0196002A2; EP0196002B1; EP0197718A2; EP0197718B1; EP0405858B1; EP0452224A1; EP0540127B1; EP0570079A1; EP0633795A1; EP0642363A1; EP0701624B1; EP0741516A1; EP0846128A2; EP0881284A1; EP0907748A1; EP0957891A1; EP1019097A1; US4277248; US4560509 IBM Patent Data
Patent Database Links EP1531181; EP1884520; EP1975620; GB2334100; US2005064563; US2006188545; US2007196392; US2007202077; US2008255073; WO2006005137; WO2007089548; WO2007117466; WO2007132215 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
GYRA-1-B DNA Gyrase Subunit A (cluster #1 Of 1), Bacterial Bacteria 100 0.22 Binding ≤ 10μM
GYRB-1-B DNA Gyrase Subunit B (cluster #1 Of 1), Bacterial Bacteria 200 0.21 Binding ≤ 10μM
Q7X1P7-1-B ParE (cluster #1 Of 1), Bacterial Bacteria 2030 0.18 Binding ≤ 10μM
Z50185-3-O Staphylococcus Aureus (cluster #3 Of 4), Other Other 125 0.22 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
GYRA_ECOLI P0AES4 DNA Gyrase Subunit A, Ecoli 100 0.22 Binding ≤ 1μM
GYRB_ECOLI P0AES6 DNA Gyrase Subunit B, Ecoli 100 0.22 Binding ≤ 1μM
GYRB_STRPN P0A4L9 DNA Gyrase Subunit B, Strpn 37 0.24 Binding ≤ 1μM
GYRA_ECOLI P0AES4 DNA Gyrase Subunit A, Ecoli 100 0.22 Binding ≤ 10μM
GYRB_ECOLI P0AES6 DNA Gyrase Subunit B, Ecoli 100 0.22 Binding ≤ 10μM
GYRB_STRPN P0A4L9 DNA Gyrase Subunit B, Strpn 37 0.24 Binding ≤ 10μM
Q7X1P7_STRPN Q7X1P7 ParE, Strpn 2030 0.18 Binding ≤ 10μM
Z50185 Z50185 Staphylococcus Aureus 125 0.22 Functional ≤ 10μM

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