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

ID: ALA4745436

Chembl Id: CHEMBL4745436

PubChem CID: 70791691

Max Phase: Preclinical

Molecular Formula: C37H57N5O6S

Molecular Weight: 699.96

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H57N5O6S/c1-9-24(4)32(40-34(44)29-17-13-14-18-41(29)6)36(45)42(7)30(23(2)3)21-31(48-8)35-39-28(22-49-35)33(43)38-27(19-25(5)37(46)47)20-26-15-11-10-12-16-26/h10-12,15-16,22-25,27,29-32H,9,13-14,17-21H2,1-8H3,(H,38,43)(H,40,44)(H,46,47)/t24-,25-,27+,29+,30+,31+,32-/m0/s1

Standard InChI Key:  QAGFMUJCCZEMAQ-BWFKFWHESA-N

Alternative Forms

1. Parent:

   

   ALA4745436

   (2S,4R)-4-[[2-[(1R,3R)-1-methoxy-4-methyl-3-[methyl-[(2S,3S)-3-methyl-2-[[(2R)-1-methylpiperidine-2-carbonyl]amino]pentanoyl]amino]pentyl]-1,3-thiazole-4-carbonyl]amino]-2-methyl-5-phenylpentanoic acid

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: 699.96

Molecular Weight (Monoisotopic): 699.4030

AlogP: 5.17

#Rotatable Bonds: 18

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: 2.60

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.19

Np Likeness Score: -0.03

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