(S)-N-((3R,4S,5S)-1-((2S,4S)-4-amino-2-((1R,2R)-3-((2,6-difluorophenethyl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)-2-((S)-2-(dimethylamino)-3-methylbutanamido)-N,3-dimethylbutanamide

ID: ALA5202183

PubChem CID: 90091417

Max Phase: Preclinical

Molecular Formula: C39H66F2N6O6

Molecular Weight: 752.99

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]([C@@H](CC(=O)N1C[C@@H](N)C[C@H]1[C@H](OC)[C@@H](C)C(=O)NCCc1c(F)cccc1F)OC)N(C)C(=O)[C@@H](NC(=O)[C@H](C(C)C)N(C)C)C(C)C

Standard InChI:  InChI=1S/C39H66F2N6O6/c1-13-24(6)35(46(10)39(51)33(22(2)3)44-38(50)34(23(4)5)45(8)9)31(52-11)20-32(48)47-21-26(42)19-30(47)36(53-12)25(7)37(49)43-18-17-27-28(40)15-14-16-29(27)41/h14-16,22-26,30-31,33-36H,13,17-21,42H2,1-12H3,(H,43,49)(H,44,50)/t24-,25+,26-,30-,31+,33-,34-,35-,36+/m0/s1

Standard InChI Key:  CRTRKAUSESIERK-XORPQJPBSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA5202183

   (2S)-N-[(3R,4S,5S)-1-[(2S,4S)-4-amino-2-[(1R,2R)-3-[2-(2,6-difluorophenyl)ethylamino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-2-[[(2S)-2-(dimethylamino)-3-methylbutanoyl]amino]-N,3-dimethylbutanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 752.99

Molecular Weight (Monoisotopic): 752.5012

AlogP: 3.21

#Rotatable Bonds: 20

Polar Surface Area: 146.54

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.70

CX Basic pKa: 9.36

CX LogP: 3.43

CX LogD: 0.77

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.18

Np Likeness Score: 0.27

References

1. Singh SB..  (2022)  Discovery and Development of Dolastatin 10-Derived Antibody Drug Conjugate Anticancer Drugs.,  85  (3.0): [PMID:35072477] [10.1021/acs.jnatprod.1c01135]

Source

Source(1):

• Scientific Literature