(2S,5S,8S,11S,14S,17S,20S,22S,23R)-5-[but-2-enyl]-23-hydroxy-14-[(4-hydroxy-3-nitro-phenyl)methyl]-2,11-diisobutyl-10,17,19,22-tetramethyl-8-[[1-[1-methyl-1-(oxiran-2-yl)ethyl]indol-3-yl]methyl]-1,4,7,10,13,16,19-heptazabicyclo[18.3.1]tetracosane-3,6,9,12,15,18,24-heptone

ID: ALA5273454

Max Phase: Preclinical

Molecular Formula: C54H75N9O12

Molecular Weight: 1042.24

Names and Identifiers

Canonical SMILES:  C/C=C/C[C@@H]1NC(=O)[C@H](CC(C)C)N2C(=O)[C@H](C[C@H](C)[C@H]2O)N(C)C(=O)[C@H](C)NC(=O)[C@H](Cc2ccc(O)c([N+](=O)[O-])c2)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](Cc2cn(C(C)(C)C3CO3)c3ccccc23)NC1=O

Standard InChI:  InChI=1S/C54H75N9O12/c1-12-13-17-36-46(65)58-38(26-34-27-61(54(8,9)45-28-75-45)39-18-15-14-16-35(34)39)52(71)59(10)41(21-29(2)3)48(67)57-37(24-33-19-20-44(64)40(25-33)63(73)74)47(66)55-32(7)51(70)60(11)43-23-31(6)50(69)62(53(43)72)42(22-30(4)5)49(68)56-36/h12-16,18-20,25,27,29-32,36-38,41-43,45,50,64,69H,17,21-24,26,28H2,1-11H3,(H,55,66)(H,56,68)(H,57,67)(H,58,65)/b13-12+/t31-,32-,36-,37-,38-,41-,42-,43-,45?,50+/m0/s1

Standard InChI Key:  JSZUQPCUWLSQDN-GXLSQDSCSA-N

Molfile:  

 
     RDKit          2D

 75 80  0  0  0  0  0  0  0  0999 V2000
    1.7775   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886    0.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996   -0.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996   -0.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -1.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218   -0.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746    0.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107    0.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -2.1519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218   -2.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9107   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996   -2.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886   -2.1519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886   -3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -4.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3555   -3.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -2.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -1.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920   -1.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -1.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3555   -0.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3555   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    0.3157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555    0.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555    1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0247    1.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737    2.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    2.4070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3137    1.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    3.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1540    2.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050    2.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612    1.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -1.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -0.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050   -0.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232    0.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232   -1.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4050   -1.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4886   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4886   -2.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525   -2.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6635   -3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6635   -4.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746   -3.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6635   -2.1519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -4.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775   -2.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886   -4.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -2.1519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886   -1.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4886    1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775    1.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775    2.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775   -0.9389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753    3.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    3.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005    3.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    3.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    4.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888    4.6615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  6
  6  7  1  0
  7  8  1  0
  7  9  1  0
  5 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 10 15  1  0
 15 16  2  0
 14 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
  1 30  1  0
 29 31  1  6
 31 32  1  0
 33 32  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 32  2  0
 34 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 33 40  1  0
 28 41  2  0
 27 42  1  0
 26 43  1  6
 43 44  1  0
 44 45  1  0
 44 46  1  0
 25 47  2  0
 23 48  1  6
 48 49  1  0
 50 49  2  0
 51 50  1  0
 52 51  2  0
 53 52  1  0
 54 53  2  0
 49 54  1  0
 55 53  1  0
 55 56  1  0
 55 57  2  0
 52 58  1  0
 22 59  2  0
 18 60  2  0
 17 61  1  0
 12 62  1  1
 11 63  1  6
  4 64  2  0
  2 65  1  6
 65 66  1  0
 66 67  2  0
 67 68  1  0
  1 69  2  0
 35 70  1  0
 70 71  1  0
 70 72  1  0
 70 73  1  0
 74 73  1  0
 74 75  1  0
 73 75  1  0
M  CHG  2  55   1  56  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5273454

   ---

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: 1042.24

Molecular Weight (Monoisotopic): 1041.5535

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Addison W, Frederickson M, Coyne AG, Abell C..  (2022)  Potential therapeutic targets from Mycobacterium abscessus (Mab): recently reported efforts towards the discovery of novel antibacterial agents to treat Mab infections.,  13  (4.0): [PMID:35647542] [10.1039/d1md00359c]

Source

Source(1):

• Scientific Literature