N-(4-(3-((5-((5-tert-butyloxazol-4-yl)methylene)-3,6-dioxopiperazin-2-ylidene)methyl)benzoyl)benzyl)-6-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)hexanamide

ID: ALA1077255

PubChem CID: 25141343

Max Phase: Preclinical

Molecular Formula: C49H62N8O8S

Molecular Weight: 923.15

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KPU-244-B2 | KPU-244-B2|CHEMBL1077255|BDBM50482143

Canonical SMILES:  CC(C)(C)c1ocnc1/C=c1\[nH]c(=O)/c(=C/c2cccc(C(=O)c3ccc(CNC(=O)CCCCCNC(=O)CCCCCNC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@@H]54)cc3)c2)[nH]c1=O

Standard InChI:  InChI=1S/C49H62N8O8S/c1-49(2,3)45-35(53-30-65-45)27-37-47(63)54-36(46(62)55-37)26-32-13-12-14-34(25-32)44(61)33-21-19-31(20-22-33)28-52-42(60)17-7-5-11-23-50-40(58)16-6-4-10-24-51-41(59)18-9-8-15-39-43-38(29-66-39)56-48(64)57-43/h12-14,19-22,25-27,30,38-39,43H,4-11,15-18,23-24,28-29H2,1-3H3,(H,50,58)(H,51,59)(H,52,60)(H,54,63)(H,55,62)(H2,56,57,64)/b36-26-,37-27-/t38-,39-,43-/m0/s1

Standard InChI Key:  HEABFWRETKTTQC-SMQUKUHNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1077255

   6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-N-[6-[[4-[3-[(Z)-[(5Z)-5-[(5-tert-butyl-1,3-oxazol-4-yl)methylidene]-3,6-dioxopiperazin-2-ylidene]methyl]benzoyl]phenyl]methylamino]-6-oxohexyl]hexanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 923.15

Molecular Weight (Monoisotopic): 922.4411

AlogP: 3.93

#Rotatable Bonds: 23

Polar Surface Area: 237.25

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.94

CX Basic pKa: 0.27

CX LogP: 3.79

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 66

QED Weighted: 0.03

Np Likeness Score: -0.30

References

1. Yamazaki Y, Sumikura M, Hidaka K, Yasui H, Kiso Y, Yakushiji F, Hayashi Y..  (2010)  Anti-microtubule 'plinabulin' chemical probe KPU-244-B3 labeled both alpha- and beta-tubulin.,  18  (9): [PMID:20395148] [10.1016/j.bmc.2010.03.037]

Source

Source(1):

• Scientific Literature