Compound information

Natural Products
NACP100721
Molecular Formula
C29H45NO3
Molecular Weight
455.3399443 g/mol
Structure
IUPAC Name
(17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) 3-(1-piperidyl)propanoate
InChI
InChI=1S/C29H45NO3/c1-20(31)24-9-10-25-23-8-7-21-19-22(33-27(32)13-18-30-16-5-4-6-17-30)11-14-28(21,2)26(23)12-15-29(24,25)3/h9,21-23,25-26H,4-8,10-19H2,1-3H3
InChI Key
PCQOCZFRNWALDD-UHFFFAOYSA-N
SMILES
O=C(OC1CCC2(C)C(CCC3C4CC=C(C(=O)C)C4(C)CCC32)C1)CCN5CCCCC5
CAS
895907-25-2
SuperClass
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
SubClass
Steroid esters
Source
CNP0212576

Warheads

Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 5
Heteroatom Count 4 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 46.61 Å2 LogP 5.047
LogS -6.23 LogD 4.042


Absorption

Property Value Property Value
Pgp inhibitor 1.0 Pgp substrate 0.015
HIA 0.972 F20 % 0.317
F30 % 0.086 Caco-2 -4.719
MDCK -4.723


Distribution

Property Value Property Value
BBB Penetration 0.987 PPB 69.809
VD 1.603 Fu 1.066


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.361
CYP2A6 substrate 0.383 CYP2B6 substrate 0.423
CYP2C19 inhibitor 0.083 CYP2C19 substrate 0.368
CYP2C8 substrate 0.274 CYP2C9 inhibitor 0.053
CYP2C9 substrate 0.092 CYP2D6 inhibitor 0.076
CYP2D6 substrate 0.21 CYP2E1 substrate 0.254
CYP3A4 inhibitor 0.363 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.053 CL 10.139


Toxicity

Property Value Property Value
hERG Blockers 0.993 Hepatotoxicity 0.131
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.224
FDAMDD 0.993 Skin Sensitization 0.075
Carcinogenicity 0.006 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.903


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.885 IGC50 4.514
LC50FM 4.335 LC50DM 3.832


Tox21 Pathway

Property Value Property Value
NR-AR 0.345 NR-AR-LBD 0.236
NR-AhR 0.006 NR-Aromatase 0.364
NR-ER 0.297 NR-ER-LBD 0.752
NR-PPAR-gamma 0.225 SR-ARE 0.852
SR-ATAD5 0.374 SR-HSE 0.336
SR-MMP 0.473 SR-p53 0.179


Similar covalent inhibitors

No similar covalent inhibitors found for this compound.



Similar covalent drugs

No similar covalent drugs found for this compound.