(2S,4R)-4-(2-((1R,3R)-3-((2S,3S)-N,3-dimethyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-4-methyl-1-(2-methylallyloxy)pentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoic acid

ID: ALA4780716

Chembl Id: CHEMBL4780716

PubChem CID: 129207623

Max Phase: Preclinical

Molecular Formula: C40H61N5O6S

Molecular Weight: 740.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)CO[C@H](C[C@H](C(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H]1CCCCN1C)[C@@H](C)CC)c1nc(C(=O)N[C@@H](Cc2ccccc2)C[C@H](C)C(=O)O)cs1

Standard InChI:  InChI=1S/C40H61N5O6S/c1-10-27(6)35(43-37(47)32-18-14-15-19-44(32)8)39(48)45(9)33(26(4)5)22-34(51-23-25(2)3)38-42-31(24-52-38)36(46)41-30(20-28(7)40(49)50)21-29-16-12-11-13-17-29/h11-13,16-17,24,26-28,30,32-35H,2,10,14-15,18-23H2,1,3-9H3,(H,41,46)(H,43,47)(H,49,50)/t27-,28-,30+,32+,33+,34+,35-/m0/s1

Standard InChI Key:  VHWALTUTMYSUTB-WHTCCRNVSA-N

Alternative Forms

1. Parent:

   

   ALA4780716

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 740.02

Molecular Weight (Monoisotopic): 739.4343

AlogP: 6.12

#Rotatable Bonds: 20

Polar Surface Area: 141.17

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.21

CX Basic pKa: 7.09

CX LogP: 3.58

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.14

Np Likeness Score: -0.05

References

1. Courter JR,Hamilton JZ,Hendrick NR,Zaval M,Waight AB,Lyon RP,Senter PD,Jeffrey SC,Burke PJ.  (2020)  Structure-activity relationships of tubulysin analogues.,  30  (14): [PMID:32527543] [10.1016/j.bmcl.2020.127241]

Source

Source(1):

• Scientific Literature