Natural Product: NPC266417

Natural Product ID:  NPC266417
Common Name:   Methoxynepataefolin
IUPAC Name:  
Synonyms:   Methoxynepataefolin
Molecular Formula:   C23H32O8
Standard InCHIKey:  VBXFGTHKNFHIFR-XXPYTPQDSA-N
Standard InCHI:  InChI=1S/C23H32O8/c1-14(24)30-15-9-22(13-29-22)23(8-7-20(31-23)10-16(26-3)27-11-20)21-6-4-5-19(2,17(15)21)18(25)28-12-21/h15-17H,4-13H2,1-3H3/t15-,16-,17+,19+,20-,21-,22-,23+/m1/s1
Canonical SMILES:  CO[C@@H]1OC[C@]2(C1)CC[C@@]1(O2)[C@]2(CO2)C[C@H]([C@@H]2[C@@]31CCC[C@@]2(C(=O)OC3)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
NPO8291 Hyptis fasciculata Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT264 Individual Protein Muscarinic acetylcholine receptor M3 Homo sapiens Inhibition > 50 % 22475308

  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 NPC266417 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
0.8889 High Similarity NPC474008
0.8842 High Similarity NPC475765
0.8696 High Similarity NPC221993
0.8646 High Similarity NPC475785
0.8526 High Similarity NPC475307
0.8421 Intermediate Similarity NPC475878
0.8333 Intermediate Similarity NPC71541
0.8298 Intermediate Similarity NPC470872
0.8261 Intermediate Similarity NPC65133
0.8247 Intermediate Similarity NPC477495
0.8229 Intermediate Similarity NPC216137
0.8222 Intermediate Similarity NPC134227
0.8222 Intermediate Similarity NPC471217
0.8222 Intermediate Similarity NPC471216
0.8222 Intermediate Similarity NPC125366
0.8208 Intermediate Similarity NPC477489
0.8137 Intermediate Similarity NPC34562
0.8125 Intermediate Similarity NPC470114
0.8105 Intermediate Similarity NPC476435
0.81 Intermediate Similarity NPC472144
0.8081 Intermediate Similarity NPC235109
0.8022 Intermediate Similarity NPC60568
0.8 Intermediate Similarity NPC472145
0.8 Intermediate Similarity NPC213658
0.8 Intermediate Similarity NPC62202
0.8 Intermediate Similarity NPC45833
0.8 Intermediate Similarity NPC110365
0.8 Intermediate Similarity NPC472273
0.7981 Intermediate Similarity NPC166079
0.7981 Intermediate Similarity NPC306776
0.798 Intermediate Similarity NPC82633
0.7979 Intermediate Similarity NPC235402
0.7959 Intermediate Similarity NPC474379
0.7917 Intermediate Similarity NPC471221
0.7917 Intermediate Similarity NPC476379
0.7905 Intermediate Similarity NPC126753
0.79 Intermediate Similarity NPC163685
0.7895 Intermediate Similarity NPC471411
0.7895 Intermediate Similarity NPC471410
0.789 Intermediate Similarity NPC79193
0.7889 Intermediate Similarity NPC143250
0.7885 Intermediate Similarity NPC100078
0.787 Intermediate Similarity NPC477492
0.7864 Intermediate Similarity NPC213528
0.7864 Intermediate Similarity NPC244969
0.7864 Intermediate Similarity NPC471254
0.7822 Intermediate Similarity NPC74466
0.7798 Intermediate Similarity NPC97002
0.7736 Intermediate Similarity NPC203974
0.7723 Intermediate Similarity NPC193785
0.7714 Intermediate Similarity NPC88469
0.7714 Intermediate Similarity NPC470167
0.7708 Intermediate Similarity NPC477441
0.7706 Intermediate Similarity NPC222834
0.7706 Intermediate Similarity NPC157571
0.7685 Intermediate Similarity NPC470622
0.7685 Intermediate Similarity NPC471431
0.7684 Intermediate Similarity NPC18953
0.7664 Intermediate Similarity NPC207693
0.7658 Intermediate Similarity NPC475490
0.7647 Intermediate Similarity NPC470632
0.7642 Intermediate Similarity NPC158051
0.7642 Intermediate Similarity NPC158367
0.7642 Intermediate Similarity NPC119628
0.7619 Intermediate Similarity NPC471253
0.7619 Intermediate Similarity NPC473406
0.7615 Intermediate Similarity NPC473062
0.7593 Intermediate Similarity NPC208333
0.7593 Intermediate Similarity NPC236753
0.7593 Intermediate Similarity NPC22709
0.7593 Intermediate Similarity NPC228190
0.7593 Intermediate Similarity NPC227879
0.7579 Intermediate Similarity NPC241959
0.757 Intermediate Similarity NPC475630
0.757 Intermediate Similarity NPC475234
0.757 Intermediate Similarity NPC138219
0.757 Intermediate Similarity NPC40716
0.7568 Intermediate Similarity NPC477465
0.7568 Intermediate Similarity NPC470115
0.7568 Intermediate Similarity NPC470116
0.7556 Intermediate Similarity NPC55508
0.7553 Intermediate Similarity NPC285480
0.7553 Intermediate Similarity NPC30443
0.7553 Intermediate Similarity NPC328639
0.7553 Intermediate Similarity NPC45256
0.7553 Intermediate Similarity NPC329490
0.7553 Intermediate Similarity NPC470154
0.7553 Intermediate Similarity NPC260977
0.7549 Intermediate Similarity NPC145553
0.7527 Intermediate Similarity NPC474754
0.7526 Intermediate Similarity NPC228593
0.7526 Intermediate Similarity NPC268633
0.7526 Intermediate Similarity NPC235196
0.7524 Intermediate Similarity NPC470172
0.7524 Intermediate Similarity NPC80640
0.75 Intermediate Similarity NPC80417
0.75 Intermediate Similarity NPC262567
0.75 Intermediate Similarity NPC231566
0.75 Intermediate Similarity NPC471626
0.75 Intermediate Similarity NPC469826
0.75 Intermediate Similarity NPC243981
0.75 Intermediate Similarity NPC94942
0.75 Intermediate Similarity NPC473688
0.7477 Intermediate Similarity NPC291414
0.7477 Intermediate Similarity NPC215408
0.7476 Intermediate Similarity NPC198549
0.7476 Intermediate Similarity NPC471241
0.7476 Intermediate Similarity NPC113976
0.7475 Intermediate Similarity NPC477440
0.7475 Intermediate Similarity NPC472234
0.7475 Intermediate Similarity NPC472233
0.7475 Intermediate Similarity NPC477443
0.7474 Intermediate Similarity NPC477447
0.7474 Intermediate Similarity NPC477284
0.7474 Intermediate Similarity NPC477446
0.7474 Intermediate Similarity NPC470155
0.7455 Intermediate Similarity NPC469824
0.7451 Intermediate Similarity NPC215570
0.7447 Intermediate Similarity NPC475456
0.7444 Intermediate Similarity NPC109510
0.7434 Intermediate Similarity NPC179429
0.7431 Intermediate Similarity NPC87393
0.7429 Intermediate Similarity NPC178853
0.7426 Intermediate Similarity NPC35164
0.7423 Intermediate Similarity NPC478111
0.7423 Intermediate Similarity NPC477445
0.7404 Intermediate Similarity NPC292775
0.7404 Intermediate Similarity NPC253995
0.74 Intermediate Similarity NPC18536
0.74 Intermediate Similarity NPC477444
0.74 Intermediate Similarity NPC185529
0.74 Intermediate Similarity NPC472146
0.74 Intermediate Similarity NPC477433
0.74 Intermediate Similarity NPC50443
0.74 Intermediate Similarity NPC477442
0.7396 Intermediate Similarity NPC15091
0.7383 Intermediate Similarity NPC244247
0.7383 Intermediate Similarity NPC267637
0.7379 Intermediate Similarity NPC238796
0.7379 Intermediate Similarity NPC116683
0.7379 Intermediate Similarity NPC252056
0.7379 Intermediate Similarity NPC476728
0.7379 Intermediate Similarity NPC237071
0.7379 Intermediate Similarity NPC203434
0.7368 Intermediate Similarity NPC470156
0.7364 Intermediate Similarity NPC66513
0.7355 Intermediate Similarity NPC42206
0.7353 Intermediate Similarity NPC151214
0.7353 Intermediate Similarity NPC191915
0.7347 Intermediate Similarity NPC474215
0.7347 Intermediate Similarity NPC475729
0.7347 Intermediate Similarity NPC476717
0.7347 Intermediate Similarity NPC107603
0.7339 Intermediate Similarity NPC202898
0.7339 Intermediate Similarity NPC92890
0.7339 Intermediate Similarity NPC475319
0.7333 Intermediate Similarity NPC470030
0.7333 Intermediate Similarity NPC41843
0.7333 Intermediate Similarity NPC51579
0.7327 Intermediate Similarity NPC474631
0.7327 Intermediate Similarity NPC474065
0.7321 Intermediate Similarity NPC285086
0.732 Intermediate Similarity NPC25802
0.732 Intermediate Similarity NPC51135
0.732 Intermediate Similarity NPC82492
0.732 Intermediate Similarity NPC79308
0.732 Intermediate Similarity NPC477434
0.732 Intermediate Similarity NPC473299
0.732 Intermediate Similarity NPC101138
0.7315 Intermediate Similarity NPC273189
0.7315 Intermediate Similarity NPC184805
0.7308 Intermediate Similarity NPC474921
0.7297 Intermediate Similarity NPC272242
0.7297 Intermediate Similarity NPC471251
0.729 Intermediate Similarity NPC476837
0.729 Intermediate Similarity NPC107385
0.729 Intermediate Similarity NPC139181
0.729 Intermediate Similarity NPC97260
0.7282 Intermediate Similarity NPC17336
0.7282 Intermediate Similarity NPC94582
0.7282 Intermediate Similarity NPC21897
0.7282 Intermediate Similarity NPC57964
0.7281 Intermediate Similarity NPC13713
0.7281 Intermediate Similarity NPC473304
0.7273 Intermediate Similarity NPC473817
0.7273 Intermediate Similarity NPC273002
0.7273 Intermediate Similarity NPC92297
0.7273 Intermediate Similarity NPC220836
0.7273 Intermediate Similarity NPC94086
0.7273 Intermediate Similarity NPC233433
0.7264 Intermediate Similarity NPC108227
0.7264 Intermediate Similarity NPC475574
0.7264 Intermediate Similarity NPC476512
0.7264 Intermediate Similarity NPC477172
0.7264 Intermediate Similarity NPC472081
0.7263 Intermediate Similarity NPC186588
0.7263 Intermediate Similarity NPC472951
0.7263 Intermediate Similarity NPC472943
0.7255 Intermediate Similarity NPC211845
0.7255 Intermediate Similarity NPC122083

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC266417 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
0.7553 Intermediate Similarity NPD1780 Approved
0.7553 Intermediate Similarity NPD1779 Approved
0.7429 Intermediate Similarity NPD1700 Approved
0.7383 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3669 Approved
0.7027 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6838 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6724 Remote Similarity NPD8133 Approved
0.6696 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.664 Remote Similarity NPD7319 Approved
0.6604 Remote Similarity NPD8171 Discontinued
0.6531 Remote Similarity NPD6697 Approved
0.6531 Remote Similarity NPD6115 Approved
0.6531 Remote Similarity NPD6118 Approved
0.6531 Remote Similarity NPD6114 Approved
0.6504 Remote Similarity NPD8328 Phase 3
0.6489 Remote Similarity NPD2687 Approved
0.6489 Remote Similarity NPD2686 Approved
0.6489 Remote Similarity NPD2254 Approved
0.648 Remote Similarity NPD8293 Discontinued
0.6475 Remote Similarity NPD6921 Approved
0.6446 Remote Similarity NPD7516 Approved
0.6435 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD6116 Phase 1
0.6429 Remote Similarity NPD7736 Approved
0.6423 Remote Similarity NPD6370 Approved
0.6364 Remote Similarity NPD7328 Approved
0.6364 Remote Similarity NPD7327 Approved
0.6333 Remote Similarity NPD6940 Discontinued
0.6327 Remote Similarity NPD6117 Approved
0.632 Remote Similarity NPD7492 Approved
0.6316 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4057 Clinical (unspecified phase)
0.627 Remote Similarity NPD6616 Approved
0.626 Remote Similarity NPD6054 Approved
0.626 Remote Similarity NPD6059 Approved
0.625 Remote Similarity NPD5777 Approved
0.6238 Remote Similarity NPD6928 Phase 2
0.6224 Remote Similarity NPD3703 Phase 2
0.6224 Remote Similarity NPD3702 Approved
0.622 Remote Similarity NPD7078 Approved
0.6207 Remote Similarity NPD6412 Phase 2
0.614 Remote Similarity NPD8300 Approved
0.614 Remote Similarity NPD8301 Approved
0.6122 Remote Similarity NPD1811 Approved
0.6122 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6122 Remote Similarity NPD1810 Approved
0.6105 Remote Similarity NPD229 Approved
0.6083 Remote Similarity NPD6882 Approved
0.608 Remote Similarity NPD8379 Approved
0.608 Remote Similarity NPD8335 Approved
0.608 Remote Similarity NPD8516 Approved
0.608 Remote Similarity NPD8515 Approved
0.608 Remote Similarity NPD8378 Approved
0.608 Remote Similarity NPD6016 Approved
0.608 Remote Similarity NPD8517 Approved
0.608 Remote Similarity NPD8380 Approved
0.608 Remote Similarity NPD8296 Approved
0.608 Remote Similarity NPD8513 Phase 3
0.608 Remote Similarity NPD6015 Approved
0.6055 Remote Similarity NPD8035 Phase 2
0.6055 Remote Similarity NPD8034 Phase 2
0.6032 Remote Similarity NPD5988 Approved
0.6016 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD8084 Approved
0.6 Remote Similarity NPD8085 Approved
0.6 Remote Similarity NPD8082 Approved
0.6 Remote Similarity NPD8086 Approved
0.6 Remote Similarity NPD8138 Approved
0.6 Remote Similarity NPD8139 Approved
0.6 Remote Similarity NPD8377 Approved
0.6 Remote Similarity NPD8083 Approved
0.5966 Remote Similarity NPD6373 Approved
0.5966 Remote Similarity NPD6372 Approved
0.5952 Remote Similarity NPD8033 Approved
0.595 Remote Similarity NPD8297 Approved
0.5948 Remote Similarity NPD8276 Approved
0.5948 Remote Similarity NPD8275 Approved
0.5897 Remote Similarity NPD8081 Approved
0.5893 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7320 Approved
0.5873 Remote Similarity NPD6319 Approved
0.5868 Remote Similarity NPD6650 Approved
0.5868 Remote Similarity NPD6649 Approved
0.5859 Remote Similarity NPD6067 Discontinued
0.5847 Remote Similarity NPD6402 Approved
0.5847 Remote Similarity NPD8393 Approved
0.5847 Remote Similarity NPD7128 Approved
0.5847 Remote Similarity NPD6675 Approved
0.5847 Remote Similarity NPD5739 Approved
0.5804 Remote Similarity NPD7900 Approved
0.5804 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5802 Remote Similarity NPD6033 Approved
0.5789 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5772 Remote Similarity NPD4632 Approved
0.5758 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5758 Remote Similarity NPD4809 Clinical (unspecified phase)
0.575 Remote Similarity NPD6899 Approved
0.575 Remote Similarity NPD6881 Approved
0.5746 Remote Similarity NPD8338 Approved
0.5736 Remote Similarity NPD7604 Phase 2
0.5714 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6399 Phase 3
0.5714 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5703 Remote Similarity NPD7503 Approved
0.5688 Remote Similarity NPD3573 Approved
0.5684 Remote Similarity NPD371 Approved
0.5667 Remote Similarity NPD8140 Approved
0.5667 Remote Similarity NPD8307 Discontinued
0.5667 Remote Similarity NPD5697 Approved
0.5667 Remote Similarity NPD5701 Approved
0.5656 Remote Similarity NPD6883 Approved
0.5656 Remote Similarity NPD7290 Approved
0.5656 Remote Similarity NPD7102 Approved
0.5652 Remote Similarity NPD7902 Approved
0.5648 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5635 Remote Similarity NPD7115 Discovery
0.5614 Remote Similarity NPD7991 Discontinued
0.5612 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5612 Remote Similarity NPD5360 Phase 3
0.561 Remote Similarity NPD8130 Phase 1
0.561 Remote Similarity NPD6869 Approved
0.561 Remote Similarity NPD6847 Approved
0.561 Remote Similarity NPD6617 Approved
0.5606 Remote Similarity NPD8074 Phase 3
0.5603 Remote Similarity NPD7638 Approved
0.56 Remote Similarity NPD6081 Approved

Structure

External Identifiers

PubChem CID   11618968
ChEMBL   CHEMBL2036988
ZINC  

Physicochemical Properties

Molecular Weight:  436.21
ALogP:  -1.3374
MLogP:  3.11
XLogP:  1.61
# Rotatable Bonds:  6
Polar Surface Area:  92.82
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  31

Download Data

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