Compound information

Natural Products
NACP37249
Molecular Formula
C21H33N5O5
Molecular Weight
435.248169156 g/mol
Structure
IUPAC Name
2-[6-(benzyloxycarbonylamino)hexanoylamino]-6-guanidino-hexanoic acid
InChI
InChI=1S/C21H33N5O5/c22-20(23)24-13-8-6-11-17(19(28)29)26-18(27)12-5-2-7-14-25-21(30)31-15-16-9-3-1-4-10-16/h1,3-4,9-10,17H,2,5-8,11-15H2,(H,25,30)(H,26,27)(H,28,29)(H4,22,23,24)
InChI Key
GERRYTJYUNNIQZ-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NCCCCCC(=O)NC(C(=O)O)CCCCNC(=N)N
CAS
352663-29-7
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0401750

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 1
Heteroatom Count 10 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 166.63 Å2 LogP -0.247
LogS -2.729 LogD 0.304


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.992
HIA 0.0 F20 % 0.041
F30 % 0.0 Caco-2 -6.194
MDCK -5.982


Distribution

Property Value Property Value
BBB Penetration 0.964 PPB 80.133
VD 0.427 Fu 0.123


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.378
CYP2A6 substrate 0.275 CYP2B6 substrate 0.431
CYP2C19 inhibitor 0.06 CYP2C19 substrate 0.467
CYP2C8 substrate 0.472 CYP2C9 inhibitor 0.391
CYP2C9 substrate 0.027 CYP2D6 inhibitor 0.32
CYP2D6 substrate 0.289 CYP2E1 substrate 0.172
CYP3A4 inhibitor 0.054 CYP3A4 substrate 0.072


Excretion

Property Value Property Value
T1/2 0.698 CL 4.455


Toxicity

Property Value Property Value
hERG Blockers 0.191 Hepatotoxicity 0.043
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.033
FDAMDD 0.075 Skin Sensitization 0.117
Carcinogenicity 0.001 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.014


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.042 IGC50 2.334
LC50FM 3.866 LC50DM 2.884


Tox21 Pathway

Property Value Property Value
NR-AR 0.205 NR-AR-LBD 0.226
NR-AhR 0.003 NR-Aromatase 0.026
NR-ER 0.275 NR-ER-LBD 0.365
NR-PPAR-gamma 0.484 SR-ARE 0.092
SR-ATAD5 0.353 SR-HSE 0.167
SR-MMP 0.009 SR-p53 0.031


Similar covalent inhibitors

CI003307

Similarity Score: 0.57

CI002644

Similarity Score: 0.52

CI004063

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.