Compound information

Natural Products
ZC163120
Molecular Formula
C30H48N8O8
Molecular Weight
648.359510496 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-[[(2R)-2-[[2-[[2-(tert-butoxycarbonylamino)acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C30H48N8O8/c1-18(2)14-21(25(41)37-20(27(43)44)12-9-13-33-28(31)32)38-26(42)22(15-19-10-7-6-8-11-19)36-24(40)17-34-23(39)16-35-29(45)46-30(3,4)5/h6-8,10-11,18,20-22H,9,12-17H2,1-5H3,(H,34,39)(H,35,45)(H,36,40)(H,37,41)(H,38,42)(H,43,44)(H4,31,32,33)/t20-,21-,22+/m0/s1
InChI Key
SFEMUUMEPTYWHN-FDFHNCONSA-N
SMILES
CC(C)C[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)OC(C)(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
Source
ZINC000004017052

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 46 Ring Count 1
Heteroatom Count 16 Rotatable Bond Count 18
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 9
Topological Polar Surface Area 253.93 Å2 LogP 0.733
LogS -2.982 LogD 0.585


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.999
HIA 0.0 F20 % 0.0
F30 % 0.0 Caco-2 -6.797
MDCK -6.041


Distribution

Property Value Property Value
BBB Penetration 0.973 PPB 65.253
VD 0.237 Fu 0.532


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.34
CYP2A6 substrate 0.31 CYP2B6 substrate 0.367
CYP2C19 inhibitor 0.067 CYP2C19 substrate 0.812
CYP2C8 substrate 0.367 CYP2C9 inhibitor 0.006
CYP2C9 substrate 0.931 CYP2D6 inhibitor 0.008
CYP2D6 substrate 0.233 CYP2E1 substrate 0.356
CYP3A4 inhibitor 0.001 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.882 CL 3.422


Toxicity

Property Value Property Value
hERG Blockers 0.494 Hepatotoxicity 0.004
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.013
FDAMDD 0.121 Skin Sensitization 0.0
Carcinogenicity 0.0 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.037


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -3.471 IGC50 1.719
LC50FM 0.578 LC50DM -1.177


Tox21 Pathway

Property Value Property Value
NR-AR 0.329 NR-AR-LBD 0.373
NR-AhR 0.003 NR-Aromatase 0.033
NR-ER 0.424 NR-ER-LBD 0.36
NR-PPAR-gamma 0.341 SR-ARE 0.343
SR-ATAD5 0.356 SR-HSE 0.041
SR-MMP 0.01 SR-p53 0.082


Similar covalent inhibitors

CI002792

Similarity Score: 0.53

CI002933

Similarity Score: 0.53

CI002930

Similarity Score: 0.52

CI002881

Similarity Score: 0.51

CI002884

Similarity Score: 0.51

CI002931

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.