Compound information

Natural Products
NACP124395
Molecular Formula
C33H35N3O6S
Molecular Weight
601.22465684 g/mol
Structure
IUPAC Name
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)
InChI Key
SLBNIPMLSUPCFW-UHFFFAOYSA-N
SMILES
O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NC(C(=O)O)CCCCNS(=O)(=O)C4=CC=CC=5C4=CC=CC5N(C)C
CAS
SuperClass
Benzenoids
Class
Naphthalenes
SubClass
Naphthalene sulfonic acids and derivatives
Source
CNP0385974

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 5.493
LogS -5.554 LogD 3.947


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 1.0
HIA 0.967 F20 % 0.32
F30 % 0.117 Caco-2 -6.274
MDCK -5.938


Distribution

Property Value Property Value
BBB Penetration 0.024 PPB 99.215
VD 0.677 Fu 2.137


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.175 CYP1A2 substrate 0.572
CYP2A6 substrate 0.274 CYP2B6 substrate 0.581
CYP2C19 inhibitor 0.533 CYP2C19 substrate 0.529
CYP2C8 substrate 0.8 CYP2C9 inhibitor 0.722
CYP2C9 substrate 0.989 CYP2D6 inhibitor 0.152
CYP2D6 substrate 0.764 CYP2E1 substrate 0.24
CYP3A4 inhibitor 0.592 CYP3A4 substrate 0.962


Excretion

Property Value Property Value
T1/2 0.128 CL 1.914


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.992
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.276
FDAMDD 0.915 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.082


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.385 IGC50 3.99
LC50FM 2.823 LC50DM 3.331


Tox21 Pathway

Property Value Property Value
NR-AR 0.483 NR-AR-LBD 0.523
NR-AhR 0.723 NR-Aromatase 0.76
NR-ER 0.68 NR-ER-LBD 0.69
NR-PPAR-gamma 0.961 SR-ARE 0.85
SR-ATAD5 0.809 SR-HSE 0.072
SR-MMP 0.596 SR-p53 0.729


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.