(4aS,6aS,6bR,8aR,13aR,13bR,15bS)-12-amino-2,2,6a,6b,9,9,13a-heptamethyl-2,3,4,4a,5,6,6a,6b,7,8,8a,9,11,13,13a,13b,14,15b-octadecahydro-1H-chryseno[1,2-f]indazole-4a-carboxylic acid

ID: ALA4632912

PubChem CID: 71469327

Max Phase: Preclinical

Molecular Formula: C31H47N3O2

Molecular Weight: 493.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)Cc6c(n[nH]c6N)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C31H47N3O2/c1-26(2)12-14-31(25(35)36)15-13-29(6)19(20(31)17-26)8-9-22-28(5)16-18-23(33-34-24(18)32)27(3,4)21(28)10-11-30(22,29)7/h8,20-22H,9-17H2,1-7H3,(H,35,36)(H3,32,33,34)/t20-,21-,22+,28-,29+,30+,31-/m0/s1

Standard InChI Key:  PFMLXPBBRFHXJJ-PONBFEOBSA-N

Molfile:  

 
     RDKit          2D

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   18.3290  -20.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6191  -21.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2076  -21.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7405  -20.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0348  -20.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9134  -21.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2076  -22.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5019  -22.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6233  -20.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4463  -20.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0307  -21.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.7488  -18.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4422  -21.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4545  -19.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3166  -22.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1520  -20.4958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6109  -20.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1994  -20.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8981  -23.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809  -23.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3319  -18.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1491  -18.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9051  -22.1219    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1994  -23.3436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0307  -20.8962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7916  -22.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7961  -21.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0203  -21.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5362  -22.1109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0130  -22.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7721  -20.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  4  7  1  0
  5 15  1  0
  6  2  1  0
  7  3  1  0
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  9  8  1  0
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  5 11  1  1
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  1 23  1  6
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  4 26  1  1
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  7 31  1  6
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  6 33  1  1
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  8  4  1  0
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 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4632912

   (1R,2S,5S,10S,14R,15R,23R)-18-amino-1,2,8,8,15,22,22-heptamethyl-19,20-diazahexacyclo[12.11.0.02,11.05,10.015,23.017,21]pentacosa-11,17(21),18-triene-5-carboxylic acid

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: 493.74

Molecular Weight (Monoisotopic): 493.3668

AlogP: 6.89

#Rotatable Bonds: 1

Polar Surface Area: 92.00

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.95

CX Basic pKa: 4.33

CX LogP: 5.95

CX LogD: 3.92

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: 2.61

References

1. Lawrence JA, Huang Z, Rathinavelu S, Hu JF, Garo E, Ellis M, Norman VL, Buckle R, Williams RB, Starks CM, Eldridge GR..  (2020)  Optimized plant compound with potent anti-biofilm activity across gram-negative species.,  28  (5): [PMID:32033878] [10.1016/j.bmc.2019.115229]

Source

Source(1):

• Scientific Literature