(S)-methyl 2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-((S)-2-(dimethylamino)-3-methylbutanamido)-3-hydroxy-N-methylpropanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoate

ID: ALA4174822

PubChem CID: 122531662

Max Phase: Preclinical

Molecular Formula: C39H65N5O9

Molecular Weight: 747.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OC)OC)N(C)C(=O)[C@H](CO)NC(=O)[C@H](C(C)C)N(C)C

Standard InChI:  InChI=1S/C39H65N5O9/c1-12-25(4)34(43(8)38(49)29(23-45)41-37(48)33(24(2)3)42(6)7)31(51-9)22-32(46)44-20-16-19-30(44)35(52-10)26(5)36(47)40-28(39(50)53-11)21-27-17-14-13-15-18-27/h13-15,17-18,24-26,28-31,33-35,45H,12,16,19-23H2,1-11H3,(H,40,47)(H,41,48)/t25-,26+,28-,29-,30-,31+,33-,34-,35+/m0/s1

Standard InChI Key:  UNXUCSSRFQYTER-ZMRJGPQJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4174822

   ---

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: 747.98

Molecular Weight (Monoisotopic): 747.4782

AlogP: 1.87

#Rotatable Bonds: 21

Polar Surface Area: 167.05

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.97

CX Basic pKa: 8.03

CX LogP: 2.30

CX LogD: 1.58

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.16

Np Likeness Score: 0.65

References

1. Dugal-Tessier J, Barnscher SD, Kanai A, Mendelsohn BA..  (2017)  Synthesis and Evaluation of Dolastatin 10 Analogues Containing Heteroatoms on the Amino Acid Side Chains.,  80  (9): [PMID:28885014] [10.1021/acs.jnatprod.7b00359]

Source

Source(1):

• Scientific Literature