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

ID: ALA4794248

Chembl Id: CHEMBL4794248

PubChem CID: 118949268

Max Phase: Preclinical

Molecular Formula: C39H59N5O7S

Molecular Weight: 742.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)O[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/C39H59N5O7S/c1-9-25(5)34(42-36(47)30-18-14-15-19-43(30)7)38(48)44(8)31(24(3)4)22-32(51-33(45)10-2)37-41-29(23-52-37)35(46)40-28(20-26(6)39(49)50)21-27-16-12-11-13-17-27/h11-13,16-17,23-26,28,30-32,34H,9-10,14-15,18-22H2,1-8H3,(H,40,46)(H,42,47)(H,49,50)/t25-,26-,28+,30+,31+,32+,34-/m0/s1

Standard InChI Key:  LKNHTUWYEIRLMB-NRWJUKIGSA-N

Alternative Forms

1. Parent:

   

   ALA4794248

   ---

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: 742.00

Molecular Weight (Monoisotopic): 741.4135

AlogP: 5.48

#Rotatable Bonds: 19

Polar Surface Area: 158.24

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.21

CX Basic pKa: 7.09

CX LogP: 3.10

CX LogD: 2.74

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.16

Np Likeness Score: 0.00

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