Compound information

Natural Products
ZC2474346
Molecular Formula
C29H39BN4O4
Molecular Weight
518.306436128 g/mol
Structure
IUPAC Name
N-[(1S)-1-benzyl-2-[[(1R)-3-methyl-1-[(1S,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]butyl]amino]-2-oxo-ethyl]pyrazine-2-carboxamide
InChI
InChI=1S/C29H39BN4O4/c1-18(2)13-25(30-37-24-16-20-15-23(28(20,3)4)29(24,5)38-30)34-26(35)21(14-19-9-7-6-8-10-19)33-27(36)22-17-31-11-12-32-22/h6-12,17-18,20-21,23-25H,13-16H2,1-5H3,(H,33,36)(H,34,35)/t20-,21+,23+,24+,25+,29-/m1/s1
InChI Key
HZCSTPSWJFWZHP-QQYMZXKGSA-N
SMILES
CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cnccn1)B1O[C@H]2C[C@H]3C[C@@H](C3(C)C)[C@@]2(C)O1
Source
ZINC000252585355

Warheads

Boronic Acid


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 38 Ring Count 6
Heteroatom Count 9 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 102.44 Å2 LogP 5.065
LogS -4.377 LogD 4.562


Absorption

Property Value Property Value
Pgp inhibitor 0.998 Pgp substrate 0.545
HIA 0.941 F20 % 0.884
F30 % 0.237 Caco-2 -5.127
MDCK -5.046


Distribution

Property Value Property Value
BBB Penetration 0.761 PPB 87.695
VD 1.638 Fu 1.936


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.039 CYP1A2 substrate 0.53
CYP2A6 substrate 0.54 CYP2B6 substrate 0.568
CYP2C19 inhibitor 0.378 CYP2C19 substrate 0.969
CYP2C8 substrate 0.727 CYP2C9 inhibitor 0.03
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.077
CYP2D6 substrate 0.705 CYP2E1 substrate 0.485
CYP3A4 inhibitor 0.943 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.186 CL 11.37


Toxicity

Property Value Property Value
hERG Blockers 0.03 Hepatotoxicity 0.901
Mutagenicity 0.031 Rat Oral Acute Toxicity 0.914
FDAMDD 0.531 Skin Sensitization 0.0
Carcinogenicity 0.025 Eye Corrosion 0.114
Eye Irritation 0.943 Respiratory Toxicity 0.851


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.472 IGC50 4.033
LC50FM 5.233 LC50DM 4.548


Tox21 Pathway

Property Value Property Value
NR-AR 0.271 NR-AR-LBD 0.319
NR-AhR 0.041 NR-Aromatase 0.933
NR-ER 0.219 NR-ER-LBD 0.493
NR-PPAR-gamma 0.377 SR-ARE 0.63
SR-ATAD5 0.672 SR-HSE 0.815
SR-MMP 0.836 SR-p53 0.533


Similar covalent inhibitors

CI006008

Similarity Score: 0.53



Similar covalent drugs

DB00188

Similarity Score: 0.53