Natural Product: NPC18953

Natural Product ID:  NPC18953
Common Name:   Negundoin E
IUPAC Name:  
Synonyms:   Negundoin E
Molecular Formula:   C22H36O5
Standard InCHIKey:  HMOXCWRBEBNJEN-SKZZARHWSA-N
Standard InCHI:  InChI=1S/C22H36O5/c1-14-6-7-16-19(3,4)17(26-15(2)23)8-9-20(16,5)22(14)11-10-21(27-22)12-13-25-18(21)24/h14,16-18,24H,6-13H2,1-5H3/t14-,16+,17+,18-,20+,21+,22-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@H]([C@@]12CC[C@]2(O1)CCO[C@H]2O)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
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds PMID[19931461]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 41.02 % 20541294
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 26.4 % 20541294
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 230 nM 14640511

  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 NPC18953 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
0.963 High Similarity NPC110365
0.963 High Similarity NPC62202
0.963 High Similarity NPC45833
0.963 High Similarity NPC213658
0.9277 High Similarity NPC470872
0.9268 High Similarity NPC471410
0.9268 High Similarity NPC471411
0.9241 High Similarity NPC471217
0.9241 High Similarity NPC471216
0.9146 High Similarity NPC235402
0.9125 High Similarity NPC71541
0.907 High Similarity NPC475307
0.9 High Similarity NPC472951
0.9 High Similarity NPC472943
0.8974 High Similarity NPC107963
0.878 High Similarity NPC477446
0.878 High Similarity NPC208912
0.878 High Similarity NPC477447
0.878 High Similarity NPC2096
0.878 High Similarity NPC470155
0.8675 High Similarity NPC213737
0.8675 High Similarity NPC474253
0.8675 High Similarity NPC474346
0.8675 High Similarity NPC474284
0.8675 High Similarity NPC475820
0.8659 High Similarity NPC470156
0.8659 High Similarity NPC470154
0.8652 High Similarity NPC21897
0.8636 High Similarity NPC182740
0.8636 High Similarity NPC122083
0.8636 High Similarity NPC211845
0.8636 High Similarity NPC256104
0.8588 High Similarity NPC474008
0.8588 High Similarity NPC155531
0.8588 High Similarity NPC215968
0.8556 High Similarity NPC238796
0.8556 High Similarity NPC203434
0.8556 High Similarity NPC237071
0.8556 High Similarity NPC475785
0.8537 High Similarity NPC186588
0.8519 High Similarity NPC177343
0.85 High Similarity NPC136424
0.8452 Intermediate Similarity NPC111582
0.8452 Intermediate Similarity NPC477285
0.8391 Intermediate Similarity NPC471221
0.8391 Intermediate Similarity NPC476435
0.8391 Intermediate Similarity NPC221993
0.8375 Intermediate Similarity NPC472952
0.8375 Intermediate Similarity NPC472950
0.8372 Intermediate Similarity NPC268633
0.8372 Intermediate Similarity NPC477283
0.837 Intermediate Similarity NPC292775
0.8352 Intermediate Similarity NPC475765
0.8333 Intermediate Similarity NPC286719
0.8333 Intermediate Similarity NPC151214
0.8333 Intermediate Similarity NPC477286
0.8333 Intermediate Similarity NPC191915
0.8315 Intermediate Similarity NPC475878
0.8295 Intermediate Similarity NPC82955
0.8293 Intermediate Similarity NPC191345
0.8293 Intermediate Similarity NPC272841
0.8293 Intermediate Similarity NPC252483
0.8293 Intermediate Similarity NPC43463
0.828 Intermediate Similarity NPC470030
0.8276 Intermediate Similarity NPC161928
0.8276 Intermediate Similarity NPC210658
0.8256 Intermediate Similarity NPC290612
0.825 Intermediate Similarity NPC308489
0.8242 Intermediate Similarity NPC94582
0.8242 Intermediate Similarity NPC57964
0.8235 Intermediate Similarity NPC241959
0.8214 Intermediate Similarity NPC190940
0.8191 Intermediate Similarity NPC108227
0.8191 Intermediate Similarity NPC476512
0.8191 Intermediate Similarity NPC475574
0.8191 Intermediate Similarity NPC472081
0.8182 Intermediate Similarity NPC128475
0.8172 Intermediate Similarity NPC471374
0.8172 Intermediate Similarity NPC471375
0.8172 Intermediate Similarity NPC209798
0.8171 Intermediate Similarity NPC476719
0.8161 Intermediate Similarity NPC107603
0.8152 Intermediate Similarity NPC252056
0.8152 Intermediate Similarity NPC156377
0.814 Intermediate Similarity NPC79308
0.8118 Intermediate Similarity NPC202688
0.8118 Intermediate Similarity NPC60018
0.8118 Intermediate Similarity NPC154043
0.8111 Intermediate Similarity NPC473066
0.8111 Intermediate Similarity NPC229801
0.8111 Intermediate Similarity NPC307167
0.8111 Intermediate Similarity NPC210759
0.8105 Intermediate Similarity NPC114700
0.8105 Intermediate Similarity NPC310138
0.8105 Intermediate Similarity NPC134967
0.8105 Intermediate Similarity NPC470029
0.8095 Intermediate Similarity NPC475456
0.809 Intermediate Similarity NPC20822
0.8085 Intermediate Similarity NPC471426
0.8085 Intermediate Similarity NPC51579
0.8085 Intermediate Similarity NPC471427
0.8085 Intermediate Similarity NPC471428
0.8068 Intermediate Similarity NPC140446
0.8068 Intermediate Similarity NPC472396
0.8068 Intermediate Similarity NPC43912
0.8068 Intermediate Similarity NPC5943
0.8046 Intermediate Similarity NPC266651
0.8025 Intermediate Similarity NPC472944
0.8025 Intermediate Similarity NPC470151
0.8025 Intermediate Similarity NPC472945
0.8023 Intermediate Similarity NPC470070
0.8022 Intermediate Similarity NPC35164
0.8022 Intermediate Similarity NPC167644
0.8022 Intermediate Similarity NPC311246
0.8021 Intermediate Similarity NPC97260
0.8021 Intermediate Similarity NPC476837
0.8021 Intermediate Similarity NPC139181
0.8 Intermediate Similarity NPC470114
0.8 Intermediate Similarity NPC18536
0.8 Intermediate Similarity NPC211049
0.8 Intermediate Similarity NPC50443
0.8 Intermediate Similarity NPC473542
0.7979 Intermediate Similarity NPC472144
0.7978 Intermediate Similarity NPC56777
0.7978 Intermediate Similarity NPC201607
0.7976 Intermediate Similarity NPC81074
0.7976 Intermediate Similarity NPC477287
0.7976 Intermediate Similarity NPC477282
0.7957 Intermediate Similarity NPC296936
0.7955 Intermediate Similarity NPC103782
0.7955 Intermediate Similarity NPC114378
0.7955 Intermediate Similarity NPC131365
0.7952 Intermediate Similarity NPC11907
0.7952 Intermediate Similarity NPC474574
0.7952 Intermediate Similarity NPC64081
0.7952 Intermediate Similarity NPC133596
0.7949 Intermediate Similarity NPC476928
0.7938 Intermediate Similarity NPC470057
0.7938 Intermediate Similarity NPC85593
0.7938 Intermediate Similarity NPC31430
0.7938 Intermediate Similarity NPC470059
0.7938 Intermediate Similarity NPC470043
0.7938 Intermediate Similarity NPC470062
0.7938 Intermediate Similarity NPC470064
0.7938 Intermediate Similarity NPC470061
0.7938 Intermediate Similarity NPC470060
0.7938 Intermediate Similarity NPC470058
0.7935 Intermediate Similarity NPC113500
0.7935 Intermediate Similarity NPC305418
0.7935 Intermediate Similarity NPC175
0.7935 Intermediate Similarity NPC30687
0.7935 Intermediate Similarity NPC477224
0.7935 Intermediate Similarity NPC252253
0.7935 Intermediate Similarity NPC3538
0.7935 Intermediate Similarity NPC45959
0.7931 Intermediate Similarity NPC474156
0.7931 Intermediate Similarity NPC65133
0.7912 Intermediate Similarity NPC59006
0.7912 Intermediate Similarity NPC149966
0.7912 Intermediate Similarity NPC5632
0.7907 Intermediate Similarity NPC477284
0.7907 Intermediate Similarity NPC470611
0.7907 Intermediate Similarity NPC216800
0.7901 Intermediate Similarity NPC123122
0.7889 Intermediate Similarity NPC131466
0.7882 Intermediate Similarity NPC186594
0.7882 Intermediate Similarity NPC474714
0.7872 Intermediate Similarity NPC470591
0.7872 Intermediate Similarity NPC472273
0.7872 Intermediate Similarity NPC472145
0.7849 Intermediate Similarity NPC473065
0.7849 Intermediate Similarity NPC473064
0.7849 Intermediate Similarity NPC473067
0.7841 Intermediate Similarity NPC478111
0.7826 Intermediate Similarity NPC144790
0.7826 Intermediate Similarity NPC171741
0.7826 Intermediate Similarity NPC18724
0.7826 Intermediate Similarity NPC323231
0.7826 Intermediate Similarity NPC470623
0.7826 Intermediate Similarity NPC224003
0.7826 Intermediate Similarity NPC149400
0.7826 Intermediate Similarity NPC88962
0.7816 Intermediate Similarity NPC2572
0.7816 Intermediate Similarity NPC29342
0.7816 Intermediate Similarity NPC69953
0.7812 Intermediate Similarity NPC476838
0.7812 Intermediate Similarity NPC476839
0.7805 Intermediate Similarity NPC166250
0.7802 Intermediate Similarity NPC279329
0.7791 Intermediate Similarity NPC119922
0.7791 Intermediate Similarity NPC73515
0.7791 Intermediate Similarity NPC116320
0.7778 Intermediate Similarity NPC263079
0.7778 Intermediate Similarity NPC281004
0.7778 Intermediate Similarity NPC476379
0.7766 Intermediate Similarity NPC145553
0.7766 Intermediate Similarity NPC476510
0.7766 Intermediate Similarity NPC116683
0.7766 Intermediate Similarity NPC142264
0.7766 Intermediate Similarity NPC139271

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC18953 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
0.7634 Intermediate Similarity NPD8171 Discontinued
0.7273 Intermediate Similarity NPD6928 Phase 2
0.7229 Intermediate Similarity NPD7532 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3669 Approved
0.7176 Intermediate Similarity NPD1810 Approved
0.7176 Intermediate Similarity NPD1811 Approved
0.7108 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6697 Approved
0.7045 Intermediate Similarity NPD6118 Approved
0.7045 Intermediate Similarity NPD6115 Approved
0.7045 Intermediate Similarity NPD6114 Approved
0.6952 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6932 Remote Similarity NPD6116 Phase 1
0.6914 Remote Similarity NPD371 Approved
0.6909 Remote Similarity NPD7327 Approved
0.6909 Remote Similarity NPD7328 Approved
0.6852 Remote Similarity NPD8133 Approved
0.6847 Remote Similarity NPD7516 Approved
0.6824 Remote Similarity NPD2687 Approved
0.6824 Remote Similarity NPD2686 Approved
0.6824 Remote Similarity NPD2254 Approved
0.6818 Remote Similarity NPD6117 Approved
0.6786 Remote Similarity NPD8294 Approved
0.6786 Remote Similarity NPD8377 Approved
0.6726 Remote Similarity NPD8379 Approved
0.6726 Remote Similarity NPD8033 Approved
0.6726 Remote Similarity NPD8378 Approved
0.6726 Remote Similarity NPD8296 Approved
0.6726 Remote Similarity NPD8380 Approved
0.6726 Remote Similarity NPD8335 Approved
0.663 Remote Similarity NPD1779 Approved
0.663 Remote Similarity NPD1780 Approved
0.6602 Remote Similarity NPD1700 Approved
0.6591 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6940 Discontinued
0.6542 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6686 Approved
0.6518 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7507 Approved
0.6481 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6456 Remote Similarity NPD2267 Suspended
0.6449 Remote Similarity NPD6412 Phase 2
0.6441 Remote Similarity NPD8293 Discontinued
0.6435 Remote Similarity NPD7503 Approved
0.6387 Remote Similarity NPD7736 Approved
0.6379 Remote Similarity NPD6370 Approved
0.6333 Remote Similarity NPD3703 Phase 2
0.6333 Remote Similarity NPD7319 Approved
0.6275 Remote Similarity NPD7991 Discontinued
0.6271 Remote Similarity NPD7492 Approved
0.6262 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4056 Clinical (unspecified phase)
0.625 Remote Similarity NPD4225 Approved
0.625 Remote Similarity NPD7638 Approved
0.6218 Remote Similarity NPD6616 Approved
0.6207 Remote Similarity NPD6054 Approved
0.6207 Remote Similarity NPD6059 Approved
0.619 Remote Similarity NPD7640 Approved
0.619 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD8328 Phase 3
0.618 Remote Similarity NPD4808 Clinical (unspecified phase)
0.618 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6167 Remote Similarity NPD7078 Approved
0.6154 Remote Similarity NPD3702 Approved
0.6139 Remote Similarity NPD8035 Phase 2
0.6139 Remote Similarity NPD8034 Phase 2
0.6136 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6136 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7632 Discontinued
0.6067 Remote Similarity NPD4787 Phase 1
0.605 Remote Similarity NPD6067 Discontinued
0.602 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6016 Approved
0.6017 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD5777 Approved
0.6 Remote Similarity NPD7525 Registered
0.5981 Remote Similarity NPD5344 Discontinued
0.5966 Remote Similarity NPD5988 Approved
0.5965 Remote Similarity NPD4632 Approved
0.5948 Remote Similarity NPD6009 Approved
0.5946 Remote Similarity NPD7320 Approved
0.5932 Remote Similarity NPD6319 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
0.59 Remote Similarity NPD7524 Approved
0.5889 Remote Similarity NPD4244 Approved
0.5889 Remote Similarity NPD4245 Approved
0.5882 Remote Similarity NPD6921 Approved
0.5877 Remote Similarity NPD8297 Approved
0.5877 Remote Similarity NPD6882 Approved
0.5862 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5856 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5843 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5843 Remote Similarity NPD229 Approved
0.5843 Remote Similarity NPD5360 Phase 3
0.5824 Remote Similarity NPD6081 Approved
0.5804 Remote Similarity NPD6881 Approved
0.5804 Remote Similarity NPD6899 Approved
0.5795 Remote Similarity NPD4224 Phase 2
0.578 Remote Similarity NPD8084 Approved
0.578 Remote Similarity NPD8139 Approved
0.578 Remote Similarity NPD8086 Approved
0.578 Remote Similarity NPD8085 Approved
0.578 Remote Similarity NPD8083 Approved
0.578 Remote Similarity NPD8082 Approved
0.578 Remote Similarity NPD8138 Approved
0.5778 Remote Similarity NPD3698 Phase 2
0.5769 Remote Similarity NPD6399 Phase 3
0.5766 Remote Similarity NPD6008 Approved
0.5758 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6373 Approved
0.5752 Remote Similarity NPD6372 Approved
0.575 Remote Similarity NPD8517 Approved
0.575 Remote Similarity NPD8516 Approved
0.575 Remote Similarity NPD8515 Approved
0.575 Remote Similarity NPD8513 Phase 3
0.5741 Remote Similarity NPD8418 Phase 2
0.5729 Remote Similarity NPD7645 Phase 2
0.5727 Remote Similarity NPD8275 Approved
0.5727 Remote Similarity NPD8276 Approved
0.5726 Remote Similarity NPD6033 Approved
0.5714 Remote Similarity NPD4789 Approved
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD5701 Approved
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5701 Remote Similarity NPD7902 Approved
0.5679 Remote Similarity NPD895 Approved
0.5679 Remote Similarity NPD894 Approved
0.5679 Remote Similarity NPD889 Approved
0.5679 Remote Similarity NPD887 Approved
0.5678 Remote Similarity NPD7115 Discovery
0.5676 Remote Similarity NPD8081 Approved
0.5673 Remote Similarity NPD7515 Phase 2
0.5664 Remote Similarity NPD8174 Phase 2
0.5657 Remote Similarity NPD6695 Phase 3
0.5656 Remote Similarity NPD7604 Phase 2
0.5652 Remote Similarity NPD6869 Approved
0.5652 Remote Similarity NPD8130 Phase 1
0.5652 Remote Similarity NPD6617 Approved
0.5652 Remote Similarity NPD6649 Approved
0.5652 Remote Similarity NPD6847 Approved
0.5652 Remote Similarity NPD6650 Approved
0.5625 Remote Similarity NPD3671 Phase 1
0.5625 Remote Similarity NPD8393 Approved
0.5625 Remote Similarity NPD4238 Approved
0.5625 Remote Similarity NPD4802 Phase 2
0.562 Remote Similarity NPD5983 Phase 2
0.5614 Remote Similarity NPD6014 Approved
0.5614 Remote Similarity NPD6013 Approved
0.5614 Remote Similarity NPD6012 Approved

Structure

External Identifiers

PubChem CID   46229721
ChEMBL   CHEMBL592482
ZINC  

Physicochemical Properties

Molecular Weight:  380.26
ALogP:  0.3716
MLogP:  3.33
XLogP:  3.866
# Rotatable Bonds:  8
Polar Surface Area:  64.99
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  27

Download Data

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