Compound information

Natural Products
ZC162603
Molecular Formula
C30H48N8O8
Molecular Weight
648.359510496 g/mol
Structure
IUPAC Name
(2R)-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-/m1/s1
InChI Key
SFEMUUMEPTYWHN-BHIFYINESA-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
ZINC000150662600

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 0.755
LogS -2.722 LogD 0.645


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.999
HIA 0.0 F20 % 0.012
F30 % 0.0 Caco-2 -6.663
MDCK -6.1


Distribution

Property Value Property Value
BBB Penetration 0.722 PPB 57.063
VD 0.149 Fu 0.598


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.315
CYP2A6 substrate 0.245 CYP2B6 substrate 0.317
CYP2C19 inhibitor 0.058 CYP2C19 substrate 0.458
CYP2C8 substrate 0.292 CYP2C9 inhibitor 0.033
CYP2C9 substrate 0.882 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.157 CYP2E1 substrate 0.416
CYP3A4 inhibitor 0.002 CYP3A4 substrate 0.975


Excretion

Property Value Property Value
T1/2 0.872 CL 3.442


Toxicity

Property Value Property Value
hERG Blockers 0.196 Hepatotoxicity 0.003
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.011
FDAMDD 0.102 Skin Sensitization 0.001
Carcinogenicity 0.0 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.043


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -3.8 IGC50 1.785
LC50FM 1.883 LC50DM -1.696


Tox21 Pathway

Property Value Property Value
NR-AR 0.409 NR-AR-LBD 0.402
NR-AhR 0.003 NR-Aromatase 0.024
NR-ER 0.423 NR-ER-LBD 0.321
NR-PPAR-gamma 0.3 SR-ARE 0.367
SR-ATAD5 0.361 SR-HSE 0.031
SR-MMP 0.006 SR-p53 0.091


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.