IPAD-DB ID | S00167 |
Name | Rifamycin B |
Category | Synthetic compounds |
2D Structure |
|
3D Structure | |
Molecular Formula | C 3 9 H 4 9 N O 1 4 |
Molecular Weight | 755.8 g/mol |
IUPAC Name | 2-[[(7S, 9E, 11S, 12R, 13S, 14R, 15R, 16R, 17S, 18S, 19E, 21Z)-13-acetyloxy-2, 15, 17, 29-tetrahydroxy-11-methoxy-3, 7, 12, 14, 16, 18, 22-heptamethyl-6, 23-dioxo-8, 30-dioxa-24-azatetracyclo[23.3.1.14, 7.05, 28]triaconta-1(29), 2, 4, 9, 19, 21, 25, 27-octaen-27-yl]oxy]acetic acid |
InChI | InChI=1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8, 54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15, 17, 19-21, 25, 31-32, 35, 44-47H, 16H2, 1-9H3, (H, 40, 49)(H, 42, 43)/b11-10+, 14-13+, 18-12-/t17-, 19+, 20+, 21+, 25-, 31-, 32+, 35+, 39-/m0/s1 |
InChIKey | SQTCRTQCPJICLD-KTQDUKAHSA-N |
Canonical SMILES | CC1C=CC=C(C(=O)NC2=CC(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)OCC(=O)O)C |
PubChem CID | 5459948 |
DrugBank Accession Number | - |
CAS Registry Number | 13929-35-6 |
Molecular Weight(Computed by SwissADME) | 755.8 |
Hac(Computed by SwissADME) | 54 |
Volume(Computed by ADMETlab 2.0) | 751.296 |
Density(Computed by ADMETlab 2.0) | 1.005 |
nRing(Computed by ADMETlab 2.0) | 5 |
MaxRing(Computed by ADMETlab 2.0) | 0 |
nHet(Computed by ADMETlab 2.0) | 15 |
fChar(Computed by ADMETlab 2.0) | 0 |
nRig(Computed by ADMETlab 2.0) | 37 |
Flexibility(Computed by ADMETlab 2.0) | 0.162 |
Stero Centers(Computed by ADMETlab 2.0) | 9 |
LogS(Computed by ADMETlab 2.0) | -3.699 |
LogD(Computed by ADMETlab 2.0) | 0.893 |
logP(Computed by ADMETlab 2.0) | 3.269 |
TPSA(Computed by SwissADME) | 227.61 |
Hbond Acceptor(Computed by SwissADME) | 14 |
Hbond Donor(Computed by SwissADME) | 6 |
Rotatable Bonds(Computed by SwissADME) | 6 |
GI Absorption(Computed by SwissADME) | Low |
BBB(blood-brain barrier) Permeant(Computed by SwissADME) | No |
P-gp Substrate(Computed by SwissADME) | Yes |
CYP1A2 Inhibitor(Computed by SwissADME) | No |
CYP2C19 Inhibitor(Computed by SwissADME) | No |
CYP2C9 Inhibitor(Computed by SwissADME) | No |
CYP2D6 Inhibitor(Computed by SwissADME) | No |
CYP3A4 Inhibitor(Computed by SwissADME) | No |
log Kp(Skin Permeation)(Computed by SwissADME) | -7.09 |
Lipinski(Computed by SwissADME) | 3 |
Ghose(Computed by SwissADME) | 3 |
Veber(Computed by SwissADME) | 1 |
Egan(Computed by SwissADME) | 1 |
Muegge(Computed by SwissADME) | 5 |
Bioavailability Score(Computed by SwissADME) | 0.11 |