Compound information

Natural Products
NACP100321
Molecular Formula
C39H67NO12
Molecular Weight
741.466326584 g/mol
Structure
IUPAC Name
6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7,16-diethyl-4-hydroxy-15-[(5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
InChI
InChI=1S/C39H67NO12/c1-12-26-17-22(4)29(41)15-14-21(3)16-27(20-48-39-37(47-11)36(46-10)33(44)25(7)50-39)31(13-2)51-32(43)19-30(42)24(6)35(26)52-38-34(45)28(40(8)9)18-23(5)49-38/h14-16,22-28,30-31,33-39,42,44-45H,12-13,17-20H2,1-11H3
InChI Key
PBHHSEGBRQPRTC-UHFFFAOYSA-N
SMILES
O=C1OC(CC)C(C=C(C=CC(=O)C(C)CC(CC)C(OC2OC(C)CC(N(C)C)C2O)C(C)C(O)C1)C)COC3OC(C)C(O)C(OC)C3OC
CAS
SuperClass
Organic oxygen compounds
Class
Organooxygen compounds
SubClass
Carbohydrates and carbohydrate conjugates
Source
CNP0342130

Warheads

Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 52 Ring Count 3
Heteroatom Count 13 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 13 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 162.68 Å2 LogP 3.2
LogS -4.553 LogD 3.484


Absorption

Property Value Property Value
Pgp inhibitor 1.0 Pgp substrate 0.97
HIA 0.002 F20 % 0.82
F30 % 0.009 Caco-2 -5.941
MDCK -5.78


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 17.179
VD 1.156 Fu 0.965


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.203
CYP2A6 substrate 0.15 CYP2B6 substrate 0.168
CYP2C19 inhibitor 0.005 CYP2C19 substrate 0.183
CYP2C8 substrate 0.372 CYP2C9 inhibitor 0.002
CYP2C9 substrate 0.026 CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.145 CYP2E1 substrate 0.261
CYP3A4 inhibitor 0.221 CYP3A4 substrate 0.985


Excretion

Property Value Property Value
T1/2 0.147 CL 7.076


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.294
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.081
FDAMDD 0.319 Skin Sensitization 0.0
Carcinogenicity 0.0 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.306


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.536 IGC50 4.469
LC50FM 6.735 LC50DM 6.098


Tox21 Pathway

Property Value Property Value
NR-AR 0.097 NR-AR-LBD 0.333
NR-AhR 0.001 NR-Aromatase 0.742
NR-ER 0.274 NR-ER-LBD 0.815
NR-PPAR-gamma 0.362 SR-ARE 0.007
SR-ATAD5 0.185 SR-HSE 0.269
SR-MMP 0.853 SR-p53 0.046


Similar covalent inhibitors

No similar covalent inhibitors found for this compound.



Similar covalent drugs

No similar covalent drugs found for this compound.