Natural Product: NPC221993

Natural Product ID:  NPC221993
Common Name:   Negundoin D
IUPAC Name:  
Synonyms:   Negundoin D
Molecular Formula:   C23H36O6
Standard InCHIKey:  GCQMZZDJVNUQJV-WDYVTMJNSA-N
Standard InCHI:  InChI=1S/C23H36O6/c1-14-7-8-16-20(3,4)17(27-15(2)24)9-10-21(16,5)23(14)12-11-22(29-23)13-18(25)28-19(22)26-6/h14,16-17,19H,7-13H2,1-6H3/t14-,16+,17+,19+,21+,22+,23-/m1/s1
Canonical SMILES:  CO[C@H]1OC(=O)C[C@]21CC[C@@]1(O2)[C@H](C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)OC(=O)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 = 62.03 % 20655626
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4390 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 NPC221993 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
0.9277 High Similarity NPC65133
0.9024 High Similarity NPC471217
0.9024 High Similarity NPC471216
0.8916 High Similarity NPC71541
0.8851 High Similarity NPC471221
0.8837 High Similarity NPC474008
0.8696 High Similarity NPC266417
0.8675 High Similarity NPC474754
0.8587 High Similarity NPC475765
0.8587 High Similarity NPC475785
0.8556 High Similarity NPC475878
0.8391 Intermediate Similarity NPC18953
0.8353 Intermediate Similarity NPC134227
0.8295 Intermediate Similarity NPC478111
0.8293 Intermediate Similarity NPC55508
0.8261 Intermediate Similarity NPC475307
0.8222 Intermediate Similarity NPC470872
0.8152 Intermediate Similarity NPC216137
0.814 Intermediate Similarity NPC60568
0.8111 Intermediate Similarity NPC62202
0.8111 Intermediate Similarity NPC110365
0.8111 Intermediate Similarity NPC213658
0.8111 Intermediate Similarity NPC45833
0.809 Intermediate Similarity NPC235402
0.8043 Intermediate Similarity NPC470114
0.8022 Intermediate Similarity NPC476435
0.8 Intermediate Similarity NPC477441
0.8 Intermediate Similarity NPC471411
0.8 Intermediate Similarity NPC193785
0.8 Intermediate Similarity NPC116683
0.8 Intermediate Similarity NPC471410
0.7978 Intermediate Similarity NPC79308
0.7978 Intermediate Similarity NPC477434
0.7959 Intermediate Similarity NPC80640
0.7959 Intermediate Similarity NPC244969
0.7959 Intermediate Similarity NPC213528
0.7955 Intermediate Similarity NPC13494
0.7952 Intermediate Similarity NPC109510
0.7952 Intermediate Similarity NPC474755
0.7938 Intermediate Similarity NPC80417
0.7931 Intermediate Similarity NPC475456
0.7931 Intermediate Similarity NPC125366
0.7921 Intermediate Similarity NPC207693
0.7872 Intermediate Similarity NPC35164
0.7872 Intermediate Similarity NPC474379
0.7865 Intermediate Similarity NPC476721
0.7843 Intermediate Similarity NPC22709
0.7835 Intermediate Similarity NPC472144
0.781 Intermediate Similarity NPC79193
0.7802 Intermediate Similarity NPC476717
0.78 Intermediate Similarity NPC267637
0.78 Intermediate Similarity NPC100078
0.7791 Intermediate Similarity NPC143250
0.7778 Intermediate Similarity NPC82492
0.7778 Intermediate Similarity NPC51135
0.7778 Intermediate Similarity NPC473299
0.7778 Intermediate Similarity NPC101138
0.7778 Intermediate Similarity NPC25802
0.7767 Intermediate Similarity NPC470622
0.7742 Intermediate Similarity NPC477440
0.7742 Intermediate Similarity NPC477443
0.7742 Intermediate Similarity NPC472234
0.7742 Intermediate Similarity NPC472233
0.7732 Intermediate Similarity NPC472273
0.7732 Intermediate Similarity NPC472145
0.7723 Intermediate Similarity NPC166079
0.7723 Intermediate Similarity NPC184805
0.7723 Intermediate Similarity NPC273189
0.7723 Intermediate Similarity NPC306776
0.7708 Intermediate Similarity NPC21897
0.7692 Intermediate Similarity NPC477445
0.7692 Intermediate Similarity NPC272242
0.7677 Intermediate Similarity NPC178853
0.7674 Intermediate Similarity NPC107963
0.7667 Intermediate Similarity NPC474253
0.7667 Intermediate Similarity NPC474346
0.7667 Intermediate Similarity NPC475820
0.7667 Intermediate Similarity NPC213737
0.7667 Intermediate Similarity NPC474284
0.766 Intermediate Similarity NPC477444
0.766 Intermediate Similarity NPC477433
0.766 Intermediate Similarity NPC18536
0.766 Intermediate Similarity NPC477442
0.766 Intermediate Similarity NPC50443
0.7647 Intermediate Similarity NPC471430
0.764 Intermediate Similarity NPC475743
0.764 Intermediate Similarity NPC260977
0.764 Intermediate Similarity NPC30443
0.764 Intermediate Similarity NPC285480
0.764 Intermediate Similarity NPC45256
0.7629 Intermediate Similarity NPC145553
0.7624 Intermediate Similarity NPC244247
0.7624 Intermediate Similarity NPC469827
0.7624 Intermediate Similarity NPC88469
0.7619 Intermediate Similarity NPC157571
0.7614 Intermediate Similarity NPC477287
0.7586 Intermediate Similarity NPC471151
0.7586 Intermediate Similarity NPC307865
0.7573 Intermediate Similarity NPC469826
0.7556 Intermediate Similarity NPC477284
0.7556 Intermediate Similarity NPC2096
0.7556 Intermediate Similarity NPC208912
0.7553 Intermediate Similarity NPC471459
0.7553 Intermediate Similarity NPC67653
0.7551 Intermediate Similarity NPC74466
0.7551 Intermediate Similarity NPC470632
0.7547 Intermediate Similarity NPC102619
0.7529 Intermediate Similarity NPC123122
0.7528 Intermediate Similarity NPC472951
0.7528 Intermediate Similarity NPC472943
0.7526 Intermediate Similarity NPC215570
0.7524 Intermediate Similarity NPC473062
0.7524 Intermediate Similarity NPC469824
0.75 Intermediate Similarity NPC87393
0.75 Intermediate Similarity NPC179429
0.75 Intermediate Similarity NPC122083
0.75 Intermediate Similarity NPC182740
0.75 Intermediate Similarity NPC211845
0.75 Intermediate Similarity NPC256104
0.75 Intermediate Similarity NPC472231
0.75 Intermediate Similarity NPC472232
0.7476 Intermediate Similarity NPC203974
0.7476 Intermediate Similarity NPC126753
0.7475 Intermediate Similarity NPC292775
0.7473 Intermediate Similarity NPC15091
0.7451 Intermediate Similarity NPC470167
0.7449 Intermediate Similarity NPC235109
0.7449 Intermediate Similarity NPC203434
0.7449 Intermediate Similarity NPC476728
0.7449 Intermediate Similarity NPC238796
0.7449 Intermediate Similarity NPC237071
0.7447 Intermediate Similarity NPC56777
0.7447 Intermediate Similarity NPC476379
0.7447 Intermediate Similarity NPC201607
0.7447 Intermediate Similarity NPC33398
0.7444 Intermediate Similarity NPC470154
0.7439 Intermediate Similarity NPC84562
0.7429 Intermediate Similarity NPC49730
0.7429 Intermediate Similarity NPC98069
0.7429 Intermediate Similarity NPC101450
0.7429 Intermediate Similarity NPC66513
0.7429 Intermediate Similarity NPC98633
0.7426 Intermediate Similarity NPC470172
0.7426 Intermediate Similarity NPC471254
0.7423 Intermediate Similarity NPC477495
0.7423 Intermediate Similarity NPC470424
0.7419 Intermediate Similarity NPC114378
0.7419 Intermediate Similarity NPC103782
0.7416 Intermediate Similarity NPC73013
0.7407 Intermediate Similarity NPC475490
0.7404 Intermediate Similarity NPC224414
0.74 Intermediate Similarity NPC477656
0.7396 Intermediate Similarity NPC474065
0.7396 Intermediate Similarity NPC474631
0.7391 Intermediate Similarity NPC471044
0.7391 Intermediate Similarity NPC473336
0.7391 Intermediate Similarity NPC181871
0.7391 Intermediate Similarity NPC9060
0.7383 Intermediate Similarity NPC285086
0.7374 Intermediate Similarity NPC113976
0.7374 Intermediate Similarity NPC198549
0.7374 Intermediate Similarity NPC253586
0.7368 Intermediate Similarity NPC471222
0.7368 Intermediate Similarity NPC77001
0.7368 Intermediate Similarity NPC61688
0.7368 Intermediate Similarity NPC253618
0.7368 Intermediate Similarity NPC200580
0.7363 Intermediate Similarity NPC311642
0.7363 Intermediate Similarity NPC477446
0.7363 Intermediate Similarity NPC164289
0.7363 Intermediate Similarity NPC470155
0.7363 Intermediate Similarity NPC102156
0.7363 Intermediate Similarity NPC477447
0.7363 Intermediate Similarity NPC100366
0.7363 Intermediate Similarity NPC242771
0.7363 Intermediate Similarity NPC148740
0.7358 Intermediate Similarity NPC471251
0.7353 Intermediate Similarity NPC107385
0.7353 Intermediate Similarity NPC473406
0.7353 Intermediate Similarity NPC471253
0.7353 Intermediate Similarity NPC34562
0.7347 Intermediate Similarity NPC82633
0.734 Intermediate Similarity NPC252714
0.7333 Intermediate Similarity NPC471250
0.7333 Intermediate Similarity NPC228190
0.7333 Intermediate Similarity NPC1882
0.7333 Intermediate Similarity NPC236753
0.7333 Intermediate Similarity NPC469825
0.7327 Intermediate Similarity NPC477172
0.7326 Intermediate Similarity NPC476718
0.732 Intermediate Similarity NPC472237
0.732 Intermediate Similarity NPC472238
0.732 Intermediate Similarity NPC476189
0.732 Intermediate Similarity NPC12297
0.7315 Intermediate Similarity NPC477465
0.7312 Intermediate Similarity NPC474572
0.7312 Intermediate Similarity NPC476715
0.7312 Intermediate Similarity NPC473350
0.7308 Intermediate Similarity NPC293512
0.7308 Intermediate Similarity NPC96333

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC221993 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
0.764 Intermediate Similarity NPD1780 Approved
0.764 Intermediate Similarity NPD1779 Approved
0.7157 Intermediate Similarity NPD1700 Approved
0.7115 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD3669 Approved
0.7059 Intermediate Similarity NPD229 Approved
0.7009 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6697 Approved
0.6923 Remote Similarity NPD6118 Approved
0.6923 Remote Similarity NPD6114 Approved
0.6923 Remote Similarity NPD6115 Approved
0.6875 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6116 Phase 1
0.678 Remote Similarity NPD8293 Discontinued
0.6759 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6757 Remote Similarity NPD8133 Approved
0.6724 Remote Similarity NPD6370 Approved
0.6723 Remote Similarity NPD7736 Approved
0.6706 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6705 Remote Similarity NPD2686 Approved
0.6705 Remote Similarity NPD2687 Approved
0.6705 Remote Similarity NPD2254 Approved
0.6703 Remote Similarity NPD6117 Approved
0.6636 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6634 Remote Similarity NPD8171 Discontinued
0.6629 Remote Similarity NPD5777 Approved
0.661 Remote Similarity NPD7492 Approved
0.6555 Remote Similarity NPD6616 Approved
0.6552 Remote Similarity NPD6054 Approved
0.6552 Remote Similarity NPD6059 Approved
0.6529 Remote Similarity NPD7319 Approved
0.6525 Remote Similarity NPD8328 Phase 3
0.6514 Remote Similarity NPD5954 Clinical (unspecified phase)
0.65 Remote Similarity NPD7078 Approved
0.6491 Remote Similarity NPD6940 Discontinued
0.6484 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6686 Approved
0.6422 Remote Similarity NPD6008 Approved
0.6421 Remote Similarity NPD6928 Phase 2
0.6417 Remote Similarity NPD7507 Approved
0.6373 Remote Similarity NPD8034 Phase 2
0.6373 Remote Similarity NPD8035 Phase 2
0.6364 Remote Similarity NPD6412 Phase 2
0.6356 Remote Similarity NPD6015 Approved
0.6356 Remote Similarity NPD6016 Approved
0.6339 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1811 Approved
0.6304 Remote Similarity NPD1810 Approved
0.6303 Remote Similarity NPD5988 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3703 Phase 2
0.6237 Remote Similarity NPD3702 Approved
0.6211 Remote Similarity NPD4802 Phase 2
0.6211 Remote Similarity NPD4238 Approved
0.6154 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6147 Remote Similarity NPD8082 Approved
0.6147 Remote Similarity NPD8083 Approved
0.6147 Remote Similarity NPD8138 Approved
0.6147 Remote Similarity NPD8085 Approved
0.6147 Remote Similarity NPD8086 Approved
0.6147 Remote Similarity NPD8084 Approved
0.6147 Remote Similarity NPD8139 Approved
0.6116 Remote Similarity NPD6067 Discontinued
0.6102 Remote Similarity NPD7327 Approved
0.6102 Remote Similarity NPD7328 Approved
0.6095 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7900 Approved
0.6091 Remote Similarity NPD8275 Approved
0.6091 Remote Similarity NPD8276 Approved
0.6087 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6083 Remote Similarity NPD8516 Approved
0.6083 Remote Similarity NPD6921 Approved
0.6083 Remote Similarity NPD8513 Phase 3
0.6083 Remote Similarity NPD8515 Approved
0.6083 Remote Similarity NPD8517 Approved
0.605 Remote Similarity NPD7516 Approved
0.6048 Remote Similarity NPD6033 Approved
0.6044 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6044 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6036 Remote Similarity NPD8081 Approved
0.6019 Remote Similarity NPD4225 Approved
0.6017 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD8301 Approved
0.6 Remote Similarity NPD8300 Approved
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.6 Remote Similarity NPD8377 Approved
0.5982 Remote Similarity NPD8393 Approved
0.595 Remote Similarity NPD8033 Approved
0.595 Remote Similarity NPD8335 Approved
0.595 Remote Similarity NPD8379 Approved
0.595 Remote Similarity NPD8296 Approved
0.595 Remote Similarity NPD8378 Approved
0.595 Remote Similarity NPD8380 Approved
0.5948 Remote Similarity NPD6882 Approved
0.5941 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5360 Phase 3
0.5934 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7902 Approved
0.5914 Remote Similarity NPD6081 Approved
0.5889 Remote Similarity NPD4224 Phase 2
0.5882 Remote Similarity NPD7115 Discovery
0.5877 Remote Similarity NPD7320 Approved
0.5872 Remote Similarity NPD7638 Approved
0.587 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5739 Approved
0.5841 Remote Similarity NPD6402 Approved
0.5841 Remote Similarity NPD7128 Approved
0.5841 Remote Similarity NPD6675 Approved
0.5826 Remote Similarity NPD6373 Approved
0.5826 Remote Similarity NPD6372 Approved
0.5818 Remote Similarity NPD7640 Approved
0.5818 Remote Similarity NPD7639 Approved
0.5812 Remote Similarity NPD8297 Approved
0.5806 Remote Similarity NPD4244 Approved
0.5806 Remote Similarity NPD4245 Approved
0.5794 Remote Similarity NPD7748 Approved
0.5789 Remote Similarity NPD8307 Discontinued
0.5789 Remote Similarity NPD8140 Approved
0.5778 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6903 Approved
0.5763 Remote Similarity NPD4632 Approved
0.5741 Remote Similarity NPD7991 Discontinued
0.5739 Remote Similarity NPD6899 Approved
0.5739 Remote Similarity NPD6881 Approved
0.5728 Remote Similarity NPD7334 Approved
0.5728 Remote Similarity NPD6684 Approved
0.5728 Remote Similarity NPD5330 Approved
0.5728 Remote Similarity NPD6409 Approved
0.5728 Remote Similarity NPD7146 Approved
0.5728 Remote Similarity NPD7521 Approved
0.5726 Remote Similarity NPD6649 Approved
0.5726 Remote Similarity NPD6650 Approved
0.5714 Remote Similarity NPD7632 Discontinued
0.5699 Remote Similarity NPD3698 Phase 2
0.5691 Remote Similarity NPD7503 Approved
0.569 Remote Similarity NPD8306 Approved
0.569 Remote Similarity NPD8305 Approved
0.5676 Remote Similarity NPD8418 Phase 2
0.5667 Remote Similarity NPD371 Approved
0.5652 Remote Similarity NPD5697 Approved
0.5652 Remote Similarity NPD5701 Approved
0.5648 Remote Similarity NPD6001 Approved
0.5648 Remote Similarity NPD5282 Discontinued
0.5641 Remote Similarity NPD8087 Discontinued
0.5641 Remote Similarity NPD7290 Approved
0.5641 Remote Similarity NPD6883 Approved
0.5641 Remote Similarity NPD7102 Approved
0.5638 Remote Similarity NPD4789 Approved
0.5631 Remote Similarity NPD1694 Approved
0.5619 Remote Similarity NPD6672 Approved
0.5619 Remote Similarity NPD5737 Approved
0.5619 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5607 Remote Similarity NPD7515 Phase 2
0.56 Remote Similarity NPD7604 Phase 2

Structure

External Identifiers

PubChem CID   46229720
ChEMBL   CHEMBL602329
ZINC  

Physicochemical Properties

Molecular Weight:  408.25
ALogP:  1.1543
MLogP:  3.33
XLogP:  4.078
# Rotatable Bonds:  9
Polar Surface Area:  71.06
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  29

Download Data

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