Compound information

Natural Products
ZC3501398
Molecular Formula
C33H35N3O6S
Molecular Weight
601.22465684 g/mol
Structure
IUPAC Name
(2R)-6-[[5-(dimethylamino)-1-naphthyl]sulfonylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
InChI
InChI=1S/C33H35N3O6S/c1-36(2)30-18-9-16-27-26(30)15-10-19-31(27)43(40,41)34-20-8-7-17-29(32(37)38)35-33(39)42-21-28-24-13-5-3-11-22(24)23-12-4-6-14-25(23)28/h3-6,9-16,18-19,28-29,34H,7-8,17,20-21H2,1-2H3,(H,35,39)(H,37,38)/t29-/m1/s1
InChI Key
SLBNIPMLSUPCFW-GDLZYMKVSA-N
SMILES
CN(C)c1cccc2c(S(=O)(=O)NCCCC[C@@H](NC(=O)OCC3c4ccccc4-c4ccccc43)C(=O)O)cccc12
Source
ZINC000103632901

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 43 Ring Count 5
Heteroatom Count 10 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 125.04 Å2 LogP 5.637
LogS -5.516 LogD 3.799


Absorption

Property Value Property Value
Pgp inhibitor 0.006 Pgp substrate 1.0
HIA 0.967 F20 % 0.908
F30 % 0.608 Caco-2 -6.164
MDCK -5.98


Distribution

Property Value Property Value
BBB Penetration 0.018 PPB 98.489
VD 0.797 Fu 1.918


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.214 CYP1A2 substrate 0.589
CYP2A6 substrate 0.291 CYP2B6 substrate 0.59
CYP2C19 inhibitor 0.441 CYP2C19 substrate 0.514
CYP2C8 substrate 0.819 CYP2C9 inhibitor 0.768
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.33
CYP2D6 substrate 0.868 CYP2E1 substrate 0.282
CYP3A4 inhibitor 0.656 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.114 CL 1.606


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.992
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.331
FDAMDD 0.904 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.122


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.106 IGC50 3.456
LC50FM 3.15 LC50DM 2.951


Tox21 Pathway

Property Value Property Value
NR-AR 0.457 NR-AR-LBD 0.519
NR-AhR 0.696 NR-Aromatase 0.301
NR-ER 0.578 NR-ER-LBD 0.629
NR-PPAR-gamma 0.956 SR-ARE 0.838
SR-ATAD5 0.663 SR-HSE 0.047
SR-MMP 0.247 SR-p53 0.538


Similar covalent inhibitors

CI004149

Similarity Score: 0.58

CI003965

Similarity Score: 0.57

CI003913

Similarity Score: 0.55

CI004119

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.