NP-MRD: Showing NP-Card for Cladosporilactam A (NP0014431)

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Record Information

Version

2.0

Created at

2021-01-05 23:35:52 UTC

Updated at

2021-07-15 17:17:16 UTC

NP-MRD ID

NP0014431

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cladosporilactam A

Provided By

NPAtlas

Description

Cladosporilactam A is found in Cladosporium sp. Cladosporilactam A was first documented in 2015 (PMID: 26198234).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119553D          

 28 29  0  0  0  0            999 V2000
   -3.6745   -0.5605    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -0.1887    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -1.3023    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0659   -1.5288    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -2.7562    0.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -0.7042   -0.0057 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -1.3606   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3486   -0.3583    0.3495 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6162    0.9266    0.5741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2553    0.7313   -0.0280 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2429    1.2903    0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229    1.7889   -0.0857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0942    1.2654    0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3166    0.3082    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8115   -1.3119    1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281   -1.0626   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812   -2.2158    0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -2.3202    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -1.5487   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2277   -0.2202   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -0.7649    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    1.7360    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5143    1.1779    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    1.1158   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4591    1.6317   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    2.8910    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    1.6049   -0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    1.7359    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  2  1  0  0  0  0
 10  6  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  3 17  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  6  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
M  END


  Mrv1652306242119553D          

 28 29  0  0  0  0            999 V2000
   -3.6745   -0.5605    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216   -0.1887    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -1.3023    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0659   -1.5288    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -2.7562    0.1883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -0.7042   -0.0057 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -1.3606   -0.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3486   -0.3583    0.3495 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6162    0.9266    0.5741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2553    0.7313   -0.0280 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2429    1.2903    0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229    1.7889   -0.0857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0942    1.2654    0.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3166    0.3082    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8115   -1.3119    1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281   -1.0626   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812   -2.2158    0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -2.3202    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -1.5487   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2277   -0.2202   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854   -0.7649    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    1.7360    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5143    1.1779    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    1.1158   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4591    1.6317   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494    2.8910    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    1.6049   -0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    1.7359    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  2  1  0  0  0  0
 10  6  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  3 17  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  6  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014431

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C1=C(C([H])([H])[H])\C([H])([H])C([H])([H])O[C@]2([H])N(C1=O)C([H])([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H15NO2/c1-8-4-6-13-10-3-2-5-11(10)9(12)7-8/h7,10H,2-6H2,1H3/b8-7-/t10-/m0/s1

> <INCHI_KEY>
NLLHDNJQCBLYET-DMEOUFDRSA-N

> <FORMULA>
C10H15NO2

> <MOLECULAR_WEIGHT>
181.235

> <EXACT_MASS>
181.110278727

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.143378613415624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10aS)-4-methyl-2H,3H,6H,8H,9H,10H,10aH-pyrrolo[2,1-b][1,3]oxazocin-6-one

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
0.7858187563333338

> <ALOGPS_LOGS>
-0.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.307619805290177

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4205351338126099

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
50.56340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10aS)-4-methyl-2H,3H,8H,9H,10H,10aH-pyrrolo[2,1-b][1,3]oxazocin-6-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.675  -0.561   0.361  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.222  -0.189   0.225  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.504  -1.302   0.235  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.066  -1.529   0.136  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.246  -2.756   0.188  0.00  0.00           O+0
HETATM    6  N   UNK     0       1.084  -0.704  -0.006  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.370  -1.361  -0.166  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.349  -0.358   0.350  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.616   0.927   0.574  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.255   0.731  -0.028  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.243   1.290   0.750  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.723   1.789  -0.086  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.094   1.265   0.129  0.00  0.00           C+0
HETATM   14  H   UNK     0      -4.317   0.308   0.500  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.812  -1.312   1.164  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.928  -1.063  -0.619  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.081  -2.216   0.335  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.371  -2.320   0.396  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.513  -1.549  -1.257  0.00  0.00           H+0
HETATM   20  H   UNK     0       4.228  -0.220  -0.333  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.785  -0.765   1.301  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.116   1.736   0.025  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.514   1.178   1.662  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.192   1.116  -1.072  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.459   1.632  -1.165  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.749   2.891   0.047  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.733   1.605  -0.714  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.520   1.736   1.044  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3   13                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8   18   19                                             
CONECT    8    7    9   20   21                                             
CONECT    9    8   10   22   23                                             
CONECT   10    9   11    6   24                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   25   26                                             
CONECT   13   12    2   27   28                                             
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    3                                                            
CONECT   18    7                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   12                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   13                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₀H₁₅NO₂

Average Mass

181.2350 Da

Monoisotopic Mass

181.11028 Da

IUPAC Name

(10aS)-4-methyl-2H,3H,6H,8H,9H,10H,10aH-pyrrolo[2,1-b][1,3]oxazocin-6-one

Traditional Name

(10aS)-4-methyl-2H,3H,8H,9H,10H,10aH-pyrrolo[2,1-b][1,3]oxazocin-6-one

CAS Registry Number

Not Available

SMILES

C\C1=C\C(=O)N2CCC[C@@H]2OCC1

InChI Identifier

InChI=1S/C10H15NO2/c1-8-4-6-13-10-3-2-5-11(10)9(12)7-8/h7,10H,2-6H2,1H3/b8-7-/t10-/m0/s1

InChI Key

NLLHDNJQCBLYET-DMEOUFDRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cladosporium sp.	NPAtlas	26198234

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Not Available

Direct Parent

Pyrrolidines

Alternative Parents

Substituents

Tertiary carboxylic acid amide
Pyrrolidine
Lactam
Carboxamide group
Oxacycle
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.33	ALOGPS
logP	0.79	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	-0.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	50.56 m³·mol⁻¹	ChemAxon
Polarizability	20.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015209

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

35517130

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cao F, Yang Q, Shao CL, Kong CJ, Zheng JJ, Liu YF, Wang CY: Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus. Mar Drugs. 2015 Jul 7;13(7):4171-8. doi: 10.3390/md13074171. [PubMed:26198234 ]

Showing NP-Card for Cladosporilactam A (NP0014431)

MOL for NP0014431 (Cladosporilactam A)

3D MOL for NP0014431 (Cladosporilactam A)

3D SDF for NP0014431 (Cladosporilactam A)

3D-SDF for NP0014431 (Cladosporilactam A)

PDB for NP0014431 (Cladosporilactam A)

3D PDB for NP0014431 (Cladosporilactam A)

SMILES for NP0014431 (Cladosporilactam A)

INCHI for NP0014431 (Cladosporilactam A)

Structure for NP0014431 (Cladosporilactam A)

3D Structure for NP0014431 (Cladosporilactam A)