Compound information

Natural Products
NACP100295
Molecular Formula
C25H35NO2
Molecular Weight
381.26677936 g/mol
Structure
IUPAC Name
8-(isobutylamino)-4,4a,6a,11a-tetramethyl-1,2,5,6,11,11b-hexahydrobenzo[a]fluorene-7,10-dione
InChI
InChI=1S/C25H35NO2/c1-15(2)14-26-18-12-19(27)17-13-25(6)20-9-7-8-16(3)23(20,4)10-11-24(25,5)21(17)22(18)28/h8,12,15,20,26H,7,9-11,13-14H2,1-6H3
InChI Key
PBEVYLRBTFIWKE-UHFFFAOYSA-N
SMILES
O=C1C=C(NCC(C)C)C(=O)C2=C1CC3(C)C4CCC=C(C)C4(C)CCC23C
CAS
SuperClass
Class
SubClass
Source
CNP0432611

Warheads

Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 3 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 46.17 Å2 LogP 5.412
LogS -5.557 LogD 4.702


Absorption

Property Value Property Value
Pgp inhibitor 0.999 Pgp substrate 0.016
HIA 0.961 F20 % 0.992
F30 % 0.736 Caco-2 -4.69
MDCK -4.378


Distribution

Property Value Property Value
BBB Penetration 0.994 PPB 83.011
VD 1.347 Fu 1.655


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.092 CYP1A2 substrate 0.292
CYP2A6 substrate 0.22 CYP2B6 substrate 0.33
CYP2C19 inhibitor 0.379 CYP2C19 substrate 0.376
CYP2C8 substrate 0.271 CYP2C9 inhibitor 0.261
CYP2C9 substrate 0.04 CYP2D6 inhibitor 0.226
CYP2D6 substrate 0.115 CYP2E1 substrate 0.395
CYP3A4 inhibitor 0.74 CYP3A4 substrate 0.96


Excretion

Property Value Property Value
T1/2 0.25 CL 7.639


Toxicity

Property Value Property Value
hERG Blockers 0.192 Hepatotoxicity 0.647
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.479
FDAMDD 0.864 Skin Sensitization 0.977
Carcinogenicity 0.971 Eye Corrosion 0.002
Eye Irritation 0.011 Respiratory Toxicity 0.96


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.6 IGC50 3.691
LC50FM 6.009 LC50DM 5.77


Tox21 Pathway

Property Value Property Value
NR-AR 0.044 NR-AR-LBD 0.371
NR-AhR 0.019 NR-Aromatase 0.902
NR-ER 0.46 NR-ER-LBD 0.748
NR-PPAR-gamma 0.842 SR-ARE 0.916
SR-ATAD5 0.422 SR-HSE 0.881
SR-MMP 0.984 SR-p53 0.856


Similar covalent inhibitors

No similar covalent inhibitors found for this compound.



Similar covalent drugs

No similar covalent drugs found for this compound.