Natural Product: NPC477575

Natural Product ID:  NPC477575
Common Name:   Nepetaparnone
IUPAC Name:  
Synonyms:   Nepetaparnone
Molecular Formula:   C20H24O4
Standard InCHIKey:  KESCUBFFLAUUPO-VUESOCQISA-N
Standard InCHI:  InChI=1S/C20H24O4/c1-9-5-7-13-11(3)16-20-10(2)6-8-14(20)12(4)15(23-18(20)22)19(9,13)17(21)24-16/h9-10,15-16H,5-8H2,1-4H3/t9-,10+,15+,16-,19-,20+
Canonical SMILES:  CC1=C2CC[C@@H]([C@@]32C(=O)O[C@@H]1[C@]12[C@H](C)CCC2=C([C@H]3OC1=O)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO8819 Nepeta parnassica Species Lamiaceae Eukaryota aerial parts Mt. Parnassos, Greece PMID[18393463]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT7173 Organism Leptothorax Leptothorax Activity = 55 % 18393463

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC477575 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC477576
0.7802 Intermediate Similarity NPC161638
0.7558 Intermediate Similarity NPC469620
0.7386 Intermediate Similarity NPC282293
0.7386 Intermediate Similarity NPC79277
0.7386 Intermediate Similarity NPC475481
0.7381 Intermediate Similarity NPC474551
0.7363 Intermediate Similarity NPC238593
0.7356 Intermediate Similarity NPC469690
0.734 Intermediate Similarity NPC472953
0.7333 Intermediate Similarity NPC469407
0.7326 Intermediate Similarity NPC474760
0.732 Intermediate Similarity NPC2049
0.7312 Intermediate Similarity NPC212664
0.7292 Intermediate Similarity NPC469873
0.7292 Intermediate Similarity NPC33473
0.7273 Intermediate Similarity NPC6823
0.7273 Intermediate Similarity NPC472470
0.7262 Intermediate Similarity NPC238425
0.7262 Intermediate Similarity NPC472018
0.7262 Intermediate Similarity NPC474543
0.7253 Intermediate Similarity NPC78089
0.7234 Intermediate Similarity NPC469595
0.7234 Intermediate Similarity NPC212679
0.7234 Intermediate Similarity NPC220454
0.7234 Intermediate Similarity NPC469372
0.7229 Intermediate Similarity NPC69462
0.7222 Intermediate Similarity NPC475947
0.7222 Intermediate Similarity NPC222358
0.7222 Intermediate Similarity NPC193198
0.7222 Intermediate Similarity NPC215294
0.7209 Intermediate Similarity NPC152754
0.7209 Intermediate Similarity NPC59602
0.7209 Intermediate Similarity NPC476987
0.7204 Intermediate Similarity NPC477128
0.7204 Intermediate Similarity NPC226863
0.7204 Intermediate Similarity NPC80335
0.7191 Intermediate Similarity NPC471325
0.7188 Intermediate Similarity NPC470697
0.7184 Intermediate Similarity NPC220155
0.7174 Intermediate Similarity NPC261253
0.7174 Intermediate Similarity NPC220478
0.7174 Intermediate Similarity NPC107787
0.7174 Intermediate Similarity NPC474045
0.7172 Intermediate Similarity NPC474012
0.7172 Intermediate Similarity NPC476299
0.7159 Intermediate Similarity NPC182550
0.7159 Intermediate Similarity NPC178277
0.7159 Intermediate Similarity NPC471299
0.7159 Intermediate Similarity NPC150646
0.7158 Intermediate Similarity NPC472705
0.7158 Intermediate Similarity NPC150978
0.7158 Intermediate Similarity NPC70595
0.7158 Intermediate Similarity NPC123177
0.7158 Intermediate Similarity NPC472814
0.7158 Intermediate Similarity NPC74103
0.7158 Intermediate Similarity NPC284185
0.7158 Intermediate Similarity NPC290651
0.7158 Intermediate Similarity NPC177037
0.7143 Intermediate Similarity NPC110937
0.7143 Intermediate Similarity NPC100391
0.7143 Intermediate Similarity NPC474359
0.7143 Intermediate Similarity NPC475100
0.7128 Intermediate Similarity NPC280833
0.7128 Intermediate Similarity NPC288699
0.7126 Intermediate Similarity NPC316500
0.7111 Intermediate Similarity NPC35556
0.7111 Intermediate Similarity NPC200513
0.7108 Intermediate Similarity NPC107130
0.71 Intermediate Similarity NPC244456
0.71 Intermediate Similarity NPC469657
0.7097 Intermediate Similarity NPC201658
0.7087 Intermediate Similarity NPC91034
0.7083 Intermediate Similarity NPC271652
0.7083 Intermediate Similarity NPC115021
0.7083 Intermediate Similarity NPC475657
0.7079 Intermediate Similarity NPC223904
0.7079 Intermediate Similarity NPC195424
0.7075 Intermediate Similarity NPC285956
0.7071 Intermediate Similarity NPC98868
0.7065 Intermediate Similarity NPC21471
0.7065 Intermediate Similarity NPC245434
0.7065 Intermediate Similarity NPC235792
0.7065 Intermediate Similarity NPC33570
0.7065 Intermediate Similarity NPC189311
0.7059 Intermediate Similarity NPC135703
0.7059 Intermediate Similarity NPC121099
0.7053 Intermediate Similarity NPC8062
0.7053 Intermediate Similarity NPC51486
0.7053 Intermediate Similarity NPC472307
0.7053 Intermediate Similarity NPC51653
0.7053 Intermediate Similarity NPC253144
0.7048 Intermediate Similarity NPC470496
0.7045 Intermediate Similarity NPC299235
0.7045 Intermediate Similarity NPC474341
0.7045 Intermediate Similarity NPC471220
0.7045 Intermediate Similarity NPC128276
0.7041 Intermediate Similarity NPC240673
0.7041 Intermediate Similarity NPC17578
0.7041 Intermediate Similarity NPC242848
0.7041 Intermediate Similarity NPC307164
0.7033 Intermediate Similarity NPC475989
0.7033 Intermediate Similarity NPC108045
0.7033 Intermediate Similarity NPC54468
0.7033 Intermediate Similarity NPC318468
0.7033 Intermediate Similarity NPC475622
0.7021 Intermediate Similarity NPC471956
0.7011 Intermediate Similarity NPC474447
0.7011 Intermediate Similarity NPC123360
0.701 Intermediate Similarity NPC471720
0.701 Intermediate Similarity NPC167219
0.701 Intermediate Similarity NPC96541
0.701 Intermediate Similarity NPC53685
0.701 Intermediate Similarity NPC84893
0.701 Intermediate Similarity NPC474555
0.7 Intermediate Similarity NPC25684
0.7 Intermediate Similarity NPC229584
0.7 Intermediate Similarity NPC301477
0.7 Intermediate Similarity NPC141810
0.7 Intermediate Similarity NPC281949
0.7 Intermediate Similarity NPC476988
0.7 Intermediate Similarity NPC14203
0.6989 Remote Similarity NPC469676
0.6989 Remote Similarity NPC250981
0.6989 Remote Similarity NPC470051
0.6989 Remote Similarity NPC198314
0.6989 Remote Similarity NPC304558
0.6989 Remote Similarity NPC470050
0.6979 Remote Similarity NPC221282
0.6979 Remote Similarity NPC286341
0.6979 Remote Similarity NPC191339
0.6979 Remote Similarity NPC190442
0.6977 Remote Similarity NPC469641
0.6977 Remote Similarity NPC476355
0.6977 Remote Similarity NPC140287
0.6977 Remote Similarity NPC469643
0.697 Remote Similarity NPC202705
0.697 Remote Similarity NPC170143
0.697 Remote Similarity NPC477949
0.697 Remote Similarity NPC475709
0.697 Remote Similarity NPC108475
0.697 Remote Similarity NPC213947
0.6966 Remote Similarity NPC268502
0.6966 Remote Similarity NPC254996
0.6961 Remote Similarity NPC475526
0.6961 Remote Similarity NPC473283
0.6961 Remote Similarity NPC329345
0.6957 Remote Similarity NPC115786
0.6957 Remote Similarity NPC159635
0.6957 Remote Similarity NPC71626
0.6957 Remote Similarity NPC238197
0.6957 Remote Similarity NPC149869
0.6957 Remote Similarity NPC156485
0.6957 Remote Similarity NPC470918
0.6947 Remote Similarity NPC474844
0.6947 Remote Similarity NPC168679
0.6947 Remote Similarity NPC12872
0.6941 Remote Similarity NPC129665
0.6941 Remote Similarity NPC163003
0.6939 Remote Similarity NPC476487
0.6939 Remote Similarity NPC476488
0.6939 Remote Similarity NPC209355
0.6932 Remote Similarity NPC476028
0.6932 Remote Similarity NPC141789
0.6932 Remote Similarity NPC103987
0.6932 Remote Similarity NPC97516
0.6932 Remote Similarity NPC187568
0.6932 Remote Similarity NPC476794
0.6932 Remote Similarity NPC57744
0.6932 Remote Similarity NPC476325
0.6932 Remote Similarity NPC476264
0.6932 Remote Similarity NPC171204
0.6932 Remote Similarity NPC470240
0.6932 Remote Similarity NPC53581
0.6932 Remote Similarity NPC41780
0.6931 Remote Similarity NPC477950
0.6931 Remote Similarity NPC310981
0.6923 Remote Similarity NPC475936
0.6923 Remote Similarity NPC475690
0.6923 Remote Similarity NPC89555
0.6923 Remote Similarity NPC476958
0.6923 Remote Similarity NPC173609
0.6923 Remote Similarity NPC178676
0.6916 Remote Similarity NPC69291
0.6915 Remote Similarity NPC24728
0.6915 Remote Similarity NPC171722
0.6915 Remote Similarity NPC312561
0.6915 Remote Similarity NPC167877
0.6915 Remote Similarity NPC478144
0.6907 Remote Similarity NPC229976
0.6907 Remote Similarity NPC60386
0.6907 Remote Similarity NPC476597
0.6907 Remote Similarity NPC473273
0.6907 Remote Similarity NPC473263
0.6907 Remote Similarity NPC476598
0.6907 Remote Similarity NPC139692
0.6907 Remote Similarity NPC473234
0.6907 Remote Similarity NPC308656
0.69 Remote Similarity NPC54843
0.69 Remote Similarity NPC471610

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC477575 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7111 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD5785 Approved
0.6882 Remote Similarity NPD1694 Approved
0.6848 Remote Similarity NPD5362 Discontinued
0.6842 Remote Similarity NPD6903 Approved
0.6804 Remote Similarity NPD7637 Suspended
0.6768 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4269 Approved
0.6739 Remote Similarity NPD4270 Approved
0.6739 Remote Similarity NPD5209 Approved
0.6705 Remote Similarity NPD8039 Approved
0.6702 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7154 Phase 3
0.6633 Remote Similarity NPD6411 Approved
0.6632 Remote Similarity NPD5330 Approved
0.6632 Remote Similarity NPD6684 Approved
0.6632 Remote Similarity NPD7521 Approved
0.6632 Remote Similarity NPD7334 Approved
0.6632 Remote Similarity NPD7146 Approved
0.6632 Remote Similarity NPD6409 Approved
0.6632 Remote Similarity NPD5786 Approved
0.663 Remote Similarity NPD5369 Approved
0.6606 Remote Similarity NPD6053 Discontinued
0.6569 Remote Similarity NPD4225 Approved
0.6566 Remote Similarity NPD5779 Approved
0.6566 Remote Similarity NPD5778 Approved
0.6566 Remote Similarity NPD6399 Phase 3
0.6526 Remote Similarity NPD5363 Approved
0.6522 Remote Similarity NPD4252 Approved
0.6522 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7115 Discovery
0.6495 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6495 Remote Similarity NPD5737 Approved
0.6495 Remote Similarity NPD6672 Approved
0.6489 Remote Similarity NPD5332 Approved
0.6489 Remote Similarity NPD5331 Approved
0.6465 Remote Similarity NPD5693 Phase 1
0.6452 Remote Similarity NPD4790 Discontinued
0.6429 Remote Similarity NPD6051 Approved
0.6429 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6101 Approved
0.6429 Remote Similarity NPD1695 Approved
0.6408 Remote Similarity NPD7638 Approved
0.6383 Remote Similarity NPD6435 Approved
0.6364 Remote Similarity NPD6698 Approved
0.6364 Remote Similarity NPD46 Approved
0.6346 Remote Similarity NPD7639 Approved
0.6346 Remote Similarity NPD7640 Approved
0.6344 Remote Similarity NPD4822 Approved
0.6344 Remote Similarity NPD4819 Approved
0.6344 Remote Similarity NPD4821 Approved
0.6344 Remote Similarity NPD4820 Approved
0.6304 Remote Similarity NPD4268 Approved
0.6304 Remote Similarity NPD4271 Approved
0.6296 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4249 Approved
0.6275 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD6400 Clinical (unspecified phase)
0.625 Remote Similarity NPD3668 Phase 3
0.6226 Remote Similarity NPD7632 Discontinued
0.6224 Remote Similarity NPD4250 Approved
0.6224 Remote Similarity NPD4251 Approved
0.6211 Remote Similarity NPD3667 Approved
0.6186 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5282 Discontinued
0.617 Remote Similarity NPD5368 Approved
0.6154 Remote Similarity NPD6083 Phase 2
0.6154 Remote Similarity NPD6084 Phase 2
0.6147 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7983 Approved
0.6126 Remote Similarity NPD6371 Approved
0.6122 Remote Similarity NPD6098 Approved
0.6117 Remote Similarity NPD6356 Clinical (unspecified phase)
0.61 Remote Similarity NPD6673 Approved
0.61 Remote Similarity NPD6904 Approved
0.61 Remote Similarity NPD6080 Approved
0.6095 Remote Similarity NPD5696 Approved
0.6091 Remote Similarity NPD6686 Approved
0.6091 Remote Similarity NPD7320 Approved
0.6082 Remote Similarity NPD4786 Approved
0.6058 Remote Similarity NPD7839 Suspended
0.6055 Remote Similarity NPD6008 Approved
0.6047 Remote Similarity NPD2685 Clinical (unspecified phase)
0.604 Remote Similarity NPD5207 Approved
0.604 Remote Similarity NPD5692 Phase 3
0.6036 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD5208 Approved
0.6 Remote Similarity NPD5777 Approved
0.5982 Remote Similarity NPD5955 Clinical (unspecified phase)
0.598 Remote Similarity NPD5694 Approved
0.598 Remote Similarity NPD8034 Phase 2
0.598 Remote Similarity NPD6050 Approved
0.598 Remote Similarity NPD8035 Phase 2
0.5918 Remote Similarity NPD3665 Phase 1
0.5918 Remote Similarity NPD3133 Approved
0.5918 Remote Similarity NPD3666 Approved
0.5909 Remote Similarity NPD5739 Approved
0.5909 Remote Similarity NPD7128 Approved
0.5909 Remote Similarity NPD6402 Approved
0.5909 Remote Similarity NPD6675 Approved
0.5865 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6001 Approved
0.5865 Remote Similarity NPD7900 Approved
0.5865 Remote Similarity NPD7748 Approved
0.5859 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5856 Remote Similarity NPD5697 Approved
0.5856 Remote Similarity NPD5701 Approved
0.5843 Remote Similarity NPD229 Approved
0.5825 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6695 Phase 3
0.581 Remote Similarity NPD5654 Approved
0.5806 Remote Similarity NPD7319 Approved
0.5804 Remote Similarity NPD6881 Approved
0.5804 Remote Similarity NPD6899 Approved
0.58 Remote Similarity NPD3574 Clinical (unspecified phase)
0.58 Remote Similarity NPD3618 Phase 1
0.58 Remote Similarity NPD6422 Discontinued
0.58 Remote Similarity NPD5279 Phase 3
0.5789 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5789 Remote Similarity NPD3617 Approved
0.5784 Remote Similarity NPD4753 Phase 2
0.5784 Remote Similarity NPD5370 Suspended
0.5758 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6014 Approved
0.5752 Remote Similarity NPD6012 Approved
0.5752 Remote Similarity NPD6373 Approved
0.5752 Remote Similarity NPD6013 Approved
0.5752 Remote Similarity NPD6372 Approved
0.575 Remote Similarity NPD8513 Phase 3
0.5747 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5701 Remote Similarity NPD7902 Approved
0.5701 Remote Similarity NPD5959 Approved
0.5691 Remote Similarity NPD7507 Approved
0.5673 Remote Similarity NPD5281 Approved
0.5673 Remote Similarity NPD7515 Phase 2
0.5673 Remote Similarity NPD5284 Approved
0.5664 Remote Similarity NPD6011 Approved
0.5652 Remote Similarity NPD6869 Approved
0.5652 Remote Similarity NPD8130 Phase 1
0.5652 Remote Similarity NPD6847 Approved
0.5652 Remote Similarity NPD6617 Approved
0.5652 Remote Similarity NPD6649 Approved
0.5652 Remote Similarity NPD6650 Approved
0.5647 Remote Similarity NPD3198 Approved
0.5638 Remote Similarity NPD3702 Approved
0.5631 Remote Similarity NPD5328 Approved
0.5625 Remote Similarity NPD4238 Approved
0.5625 Remote Similarity NPD4802 Phase 2
0.562 Remote Similarity NPD8516 Approved
0.562 Remote Similarity NPD8517 Approved
0.562 Remote Similarity NPD8515 Approved
0.5612 Remote Similarity NPD4692 Approved
0.5612 Remote Similarity NPD4139 Approved
0.5604 Remote Similarity NPD4137 Phase 3
0.5603 Remote Similarity NPD8297 Approved
0.5603 Remote Similarity NPD6882 Approved

Structure

External Identifiers

PubChem CID   24879156
ChEMBL   CHEMBL467962
ZINC  

Physicochemical Properties

Molecular Weight:  328.17
ALogP:  1.3174
MLogP:  3.22
XLogP:  2.778
# Rotatable Bonds:  4
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs