(S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((2S,3S)-3-amino-2-((S)-2-(dimethylamino)-3-methylbutanamido)-N-methylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic acid

ID: ALA4175157

PubChem CID: 122531631

Max Phase: Preclinical

Molecular Formula: C39H66N6O8

Molecular Weight: 746.99

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)O)OC)N(C)C(=O)[C@@H](NC(=O)[C@H](C(C)C)N(C)C)[C@H](C)N

Standard InChI:  InChI=1S/C39H66N6O8/c1-12-24(4)34(44(9)38(49)32(26(6)40)42-37(48)33(23(2)3)43(7)8)30(52-10)22-31(46)45-20-16-19-29(45)35(53-11)25(5)36(47)41-28(39(50)51)21-27-17-14-13-15-18-27/h13-15,17-18,23-26,28-30,32-35H,12,16,19-22,40H2,1-11H3,(H,41,47)(H,42,48)(H,50,51)/t24-,25+,26-,28-,29-,30+,32-,33-,34-,35+/m0/s1

Standard InChI Key:  USIQSRWHQUXVNU-LIQUTSOSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4175157

   ---

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: 746.99

Molecular Weight (Monoisotopic): 746.4942

AlogP: 2.14

#Rotatable Bonds: 21

Polar Surface Area: 183.84

Molecular Species: ZWITTERION

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.91

CX Basic pKa: 8.50

CX LogP: -0.20

CX LogD: -0.50

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.15

Np Likeness Score: 0.70

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