(2S,5S,8S,14S)-2-amino-14-((S)-6-amino-1-((S)-1-((2S,3S)-1-amino-3-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-ylamino)-1-oxohexan-2-ylcarbamoyl)-5-((R)-1-hydroxyethyl)-8-isobutyl-11,11-dimethyl-3,6,9,12-tetraoxo-4,7,10,13-tetraazaheptadecan-17-oic acid

ID: ALA4473989

PubChem CID: 155536742

Max Phase: Preclinical

Molecular Formula: C40H74N10O11

Molecular Weight: 871.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)C(C)(C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](C)N)[C@@H](C)O)C(N)=O

Standard InChI:  InChI=1S/C40H74N10O11/c1-11-22(6)30(32(43)54)48-36(58)27(18-20(2)3)45-34(56)25(14-12-13-17-41)44-35(57)26(15-16-29(52)53)47-39(61)40(9,10)50-37(59)28(19-21(4)5)46-38(60)31(24(8)51)49-33(55)23(7)42/h20-28,30-31,51H,11-19,41-42H2,1-10H3,(H2,43,54)(H,44,57)(H,45,56)(H,46,60)(H,47,61)(H,48,58)(H,49,55)(H,50,59)(H,52,53)/t22-,23-,24+,25-,26-,27-,28-,30-,31-/m0/s1

Standard InChI Key:  RAOVKRUZJVNKPY-ODLSROIASA-N

Molfile:  

 
     RDKit          2D

 61 60  0  0  0  0  0  0  0  0999 V2000
   12.9595   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5550   -5.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1461   -6.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5791   -5.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -5.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8453   -5.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -8.9186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6867   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2660   -4.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1309   -3.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0840   -6.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6633   -6.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4204   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7943   -6.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1074   -2.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8218   -6.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3736   -5.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8687   -6.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9763   -5.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6633   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7101   -5.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5322   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8453   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3970   -5.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6867   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8218   -5.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4204   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3970   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1074   -5.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3736   -6.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3736   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3736   -7.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6633   -5.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5322   -7.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9997   -4.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0840   -5.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5088   -5.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2894   -5.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9528   -4.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5791   -6.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9528   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7943   -5.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3970   -6.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9997   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3970   -3.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5322   -6.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2894   -6.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2425   -8.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5322   -4.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2660   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9997   -6.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4439   -5.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8687   -5.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6867   -2.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1309   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1309   -5.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6633   -3.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1309   -6.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7943   -4.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 41 20  1  0
 48 36  1  0
 13 57  1  0
  8 24  1  0
 57 23  1  0
 28 13  1  1
 38 44  1  0
 54 25  1  0
 49 42  1  0
 30 27  1  0
 38 17  1  6
 47 56  1  0
 40  4  1  6
 25 35  1  1
 50  7  1  0
 22 51  2  0
 11 14  1  1
 46 21  1  0
 28 58  1  0
 49 53  1  6
 20 32  1  0
 43 41  1  1
 24 45  2  0
 52  9  2  0
 24 30  1  0
 58  6  1  0
 44 61  2  0
 25 55  1  0
 40 49  1  0
 20 59  1  0
 44 39  1  0
 19  8  1  0
 29 47  1  0
 40 46  1  0
  5 43  1  0
 36 50  1  0
 22  5  1  0
 57 10  1  0
 27 16  1  6
  8 26  1  1
 46 37  2  0
 34 12  2  0
 16 48  1  0
 55 18  2  0
 11 31  1  0
 47 15  2  0
 52 19  1  0
 58 60  2  0
 43 34  1  0
 26 29  1  0
  6  2  1  0
 31 33  1  0
 38 11  1  0
 55  4  1  0
 21 28  1  0
  2 52  1  0
 27 22  1  0
 34 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473989

   ---

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: 871.09

Molecular Weight (Monoisotopic): 870.5539

AlogP: -1.86

#Rotatable Bonds: 29

Polar Surface Area: 356.36

Molecular Species: ZWITTERION

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.07

CX Basic pKa: 13.64

CX LogP: -4.32

CX LogD: -5.01

Aromatic Rings: ┄

Heavy Atoms: 61

QED Weighted: 0.04

Np Likeness Score: 0.13

References

1. Thabault L, Brisson L, Brustenga C, Martinez Gache SA, Prévost JRC, Kozlova A, Spillier Q, Liberelle M, Benyahia Z, Messens J, Copetti T, Sonveaux P, Frédérick R..  (2020)  Interrogating the Lactate Dehydrogenase Tetramerization Site Using (Stapled) Peptides.,  63  (9): [PMID:32250117] [10.1021/acs.jmedchem.9b01955]

Source

Source(1):

• Scientific Literature