Natural Product: NPC469744

Natural Product ID:  NPC469744
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H32O5
Standard InCHIKey:  YGEWOUKODMKTSV-ZWLHMAERSA-N
Standard InCHI:  InChI=1S/C22H32O5/c1-5-26-19-21-8-6-7-20(3,4)14(21)10-15(27-19)22-16(21)13(23)9-12(18(22)25)11(2)17(22)24/h12-16,18-19,23,25H,2,5-10H2,1,3-4H3/t12-,13-,14+,15-,16-,18+,19-,21-,22+/m0/s1
Canonical SMILES:  CCO[C@H]1O[C@H]2C[C@H]3[C@@]1(CCCC3(C)C)[C@H]1[C@]32C(=O)C(=C)[C@@H]([C@H]3O)C[C@@H]1O
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
NPO28626.2 Isodon rubescens var. lushiensis Varieties Lamiaceae Eukaryota PMID[20521771]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 4200 nM 23734701
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 = 2400 nM 23734701
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 3500 nM 23734701
NPT116 Cell Line HL-60 Homo sapiens IC50 = 640 nM Open TG-GATES in vivo data: Organ Weight
NPT461 Cell Line PANC-1 Homo sapiens IC50 = 5200 nM 21920638

  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 NPC469744 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
0.98 High Similarity NPC469746
0.9703 High Similarity NPC469733
0.9703 High Similarity NPC469729
0.9612 High Similarity NPC329953
0.9519 High Similarity NPC471244
0.9505 High Similarity NPC12823
0.9423 High Similarity NPC63244
0.934 High Similarity NPC17165
0.9333 High Similarity NPC471245
0.9333 High Similarity NPC473303
0.9327 High Similarity NPC471476
0.9314 High Similarity NPC4115
0.93 High Similarity NPC14634
0.9252 High Similarity NPC88945
0.9245 High Similarity NPC471248
0.9245 High Similarity NPC94141
0.9238 High Similarity NPC122339
0.9231 High Similarity NPC252679
0.9231 High Similarity NPC118721
0.9216 High Similarity NPC202793
0.9208 High Similarity NPC309388
0.9208 High Similarity NPC475803
0.9167 High Similarity NPC78836
0.9167 High Similarity NPC473304
0.9151 High Similarity NPC145625
0.9151 High Similarity NPC157929
0.9143 High Similarity NPC473324
0.9135 High Similarity NPC232133
0.9135 High Similarity NPC189663
0.9135 High Similarity NPC89860
0.9074 High Similarity NPC229752
0.9065 High Similarity NPC132668
0.9048 High Similarity NPC469983
0.9029 High Similarity NPC13149
0.8972 High Similarity NPC473397
0.8972 High Similarity NPC474927
0.8952 High Similarity NPC55973
0.8942 High Similarity NPC307660
0.8942 High Similarity NPC130511
0.8932 High Similarity NPC139347
0.8932 High Similarity NPC87927
0.8889 High Similarity NPC471252
0.8879 High Similarity NPC29505
0.8879 High Similarity NPC213320
0.8868 High Similarity NPC102741
0.8857 High Similarity NPC88833
0.8857 High Similarity NPC96333
0.8857 High Similarity NPC67745
0.8857 High Similarity NPC471461
0.8846 High Similarity NPC474558
0.8796 High Similarity NPC473352
0.8785 High Similarity NPC320383
0.8785 High Similarity NPC137104
0.8785 High Similarity NPC49730
0.8785 High Similarity NPC474786
0.8785 High Similarity NPC98069
0.8785 High Similarity NPC471093
0.8774 High Similarity NPC471094
0.8774 High Similarity NPC469984
0.8774 High Similarity NPC473410
0.8762 High Similarity NPC103172
0.8762 High Similarity NPC164600
0.8738 High Similarity NPC471790
0.8738 High Similarity NPC289148
0.8738 High Similarity NPC52899
0.8738 High Similarity NPC163963
0.8725 High Similarity NPC474793
0.8692 High Similarity NPC131903
0.8692 High Similarity NPC274827
0.8679 High Similarity NPC471474
0.8679 High Similarity NPC61071
0.8667 High Similarity NPC101842
0.8654 High Similarity NPC148628
0.8654 High Similarity NPC76866
0.8654 High Similarity NPC304832
0.8654 High Similarity NPC246736
0.8654 High Similarity NPC88203
0.8654 High Similarity NPC286519
0.8654 High Similarity NPC214946
0.8641 High Similarity NPC287676
0.8614 High Similarity NPC138245
0.8614 High Similarity NPC84018
0.8614 High Similarity NPC231060
0.8611 High Similarity NPC85391
0.8598 High Similarity NPC218123
0.8598 High Similarity NPC63841
0.8598 High Similarity NPC231278
0.8598 High Similarity NPC112895
0.8585 High Similarity NPC56656
0.8558 High Similarity NPC236585
0.8558 High Similarity NPC46848
0.8544 High Similarity NPC78427
0.8544 High Similarity NPC471038
0.8544 High Similarity NPC16911
0.8532 High Similarity NPC471243
0.8532 High Similarity NPC274833
0.8532 High Similarity NPC471251
0.8519 High Similarity NPC471250
0.8519 High Similarity NPC8431
0.8515 High Similarity NPC302008
0.8515 High Similarity NPC191094
0.8505 High Similarity NPC186054
0.8491 Intermediate Similarity NPC98603
0.8476 Intermediate Similarity NPC275990
0.8468 Intermediate Similarity NPC243354
0.8455 Intermediate Similarity NPC472719
0.8455 Intermediate Similarity NPC207845
0.844 Intermediate Similarity NPC98633
0.844 Intermediate Similarity NPC130302
0.8416 Intermediate Similarity NPC59170
0.8416 Intermediate Similarity NPC181594
0.8416 Intermediate Similarity NPC144739
0.8411 Intermediate Similarity NPC285927
0.8396 Intermediate Similarity NPC96217
0.8396 Intermediate Similarity NPC216114
0.8381 Intermediate Similarity NPC148279
0.8378 Intermediate Similarity NPC194273
0.8378 Intermediate Similarity NPC73986
0.8365 Intermediate Similarity NPC98837
0.8365 Intermediate Similarity NPC38296
0.8365 Intermediate Similarity NPC38471
0.8365 Intermediate Similarity NPC28864
0.8365 Intermediate Similarity NPC20479
0.8365 Intermediate Similarity NPC162459
0.8364 Intermediate Similarity NPC56025
0.835 Intermediate Similarity NPC13949
0.835 Intermediate Similarity NPC200054
0.835 Intermediate Similarity NPC29410
0.835 Intermediate Similarity NPC329910
0.8333 Intermediate Similarity NPC111524
0.8333 Intermediate Similarity NPC91772
0.8333 Intermediate Similarity NPC101233
0.8333 Intermediate Similarity NPC261333
0.8333 Intermediate Similarity NPC129004
0.8333 Intermediate Similarity NPC292374
0.8333 Intermediate Similarity NPC104371
0.8333 Intermediate Similarity NPC153775
0.8333 Intermediate Similarity NPC29247
0.8333 Intermediate Similarity NPC215271
0.8333 Intermediate Similarity NPC289539
0.8318 Intermediate Similarity NPC244247
0.8318 Intermediate Similarity NPC84928
0.8318 Intermediate Similarity NPC470167
0.8318 Intermediate Similarity NPC96268
0.8317 Intermediate Similarity NPC476168
0.8317 Intermediate Similarity NPC299185
0.8286 Intermediate Similarity NPC127408
0.8286 Intermediate Similarity NPC291785
0.8286 Intermediate Similarity NPC267921
0.8286 Intermediate Similarity NPC293866
0.8273 Intermediate Similarity NPC255655
0.8273 Intermediate Similarity NPC124053
0.8257 Intermediate Similarity NPC273155
0.8252 Intermediate Similarity NPC29112
0.8252 Intermediate Similarity NPC470229
0.8252 Intermediate Similarity NPC470232
0.8252 Intermediate Similarity NPC98639
0.8252 Intermediate Similarity NPC210214
0.8241 Intermediate Similarity NPC37600
0.8241 Intermediate Similarity NPC200957
0.8241 Intermediate Similarity NPC138908
0.823 Intermediate Similarity NPC472718
0.8224 Intermediate Similarity NPC122811
0.8224 Intermediate Similarity NPC277074
0.8224 Intermediate Similarity NPC159442
0.8224 Intermediate Similarity NPC209298
0.822 Intermediate Similarity NPC47113
0.822 Intermediate Similarity NPC174367
0.8218 Intermediate Similarity NPC470378
0.8218 Intermediate Similarity NPC80401
0.8218 Intermediate Similarity NPC149761
0.8218 Intermediate Similarity NPC180849
0.8218 Intermediate Similarity NPC261994
0.8214 Intermediate Similarity NPC285086
0.8198 Intermediate Similarity NPC11035
0.8198 Intermediate Similarity NPC270586
0.819 Intermediate Similarity NPC26270
0.819 Intermediate Similarity NPC89099
0.8173 Intermediate Similarity NPC135548
0.8173 Intermediate Similarity NPC264979
0.8173 Intermediate Similarity NPC140242
0.8165 Intermediate Similarity NPC201908
0.8165 Intermediate Similarity NPC176949
0.8165 Intermediate Similarity NPC166993
0.8165 Intermediate Similarity NPC471246
0.8158 Intermediate Similarity NPC218970
0.8155 Intermediate Similarity NPC470385
0.8155 Intermediate Similarity NPC475118
0.8155 Intermediate Similarity NPC47853
0.8155 Intermediate Similarity NPC470386
0.8137 Intermediate Similarity NPC278106
0.8125 Intermediate Similarity NPC470543
0.8125 Intermediate Similarity NPC243572
0.8125 Intermediate Similarity NPC476964
0.8113 Intermediate Similarity NPC470388
0.8095 Intermediate Similarity NPC10864
0.8095 Intermediate Similarity NPC190080
0.8095 Intermediate Similarity NPC111187
0.8091 Intermediate Similarity NPC211224
0.8087 Intermediate Similarity NPC475632

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469744 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
0.7966 Intermediate Similarity NPD6370 Approved
0.7838 Intermediate Similarity NPD6412 Phase 2
0.7797 Intermediate Similarity NPD6054 Approved
0.7787 Intermediate Similarity NPD7736 Approved
0.775 Intermediate Similarity NPD8328 Phase 3
0.7692 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD6059 Approved
0.7586 Intermediate Similarity NPD8133 Approved
0.7583 Intermediate Similarity NPD6015 Approved
0.7583 Intermediate Similarity NPD6016 Approved
0.7581 Intermediate Similarity NPD7319 Approved
0.7561 Intermediate Similarity NPD8293 Discontinued
0.7541 Intermediate Similarity NPD7492 Approved
0.7521 Intermediate Similarity NPD5988 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.75 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD7507 Approved
0.748 Intermediate Similarity NPD6616 Approved
0.7419 Intermediate Similarity NPD7078 Approved
0.7391 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6899 Approved
0.7304 Intermediate Similarity NPD6881 Approved
0.7304 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD8034 Phase 2
0.729 Intermediate Similarity NPD8035 Phase 2
0.7281 Intermediate Similarity NPD6675 Approved
0.7281 Intermediate Similarity NPD7128 Approved
0.7281 Intermediate Similarity NPD5739 Approved
0.7281 Intermediate Similarity NPD6402 Approved
0.7265 Intermediate Similarity NPD6650 Approved
0.7265 Intermediate Similarity NPD6649 Approved
0.725 Intermediate Similarity NPD6009 Approved
0.7241 Intermediate Similarity NPD6373 Approved
0.7241 Intermediate Similarity NPD6372 Approved
0.7217 Intermediate Similarity NPD5697 Approved
0.7213 Intermediate Similarity NPD6319 Approved
0.7179 Intermediate Similarity NPD4634 Approved
0.7179 Intermediate Similarity NPD7102 Approved
0.7179 Intermediate Similarity NPD7290 Approved
0.7179 Intermediate Similarity NPD6883 Approved
0.7155 Intermediate Similarity NPD6686 Approved
0.7155 Intermediate Similarity NPD7320 Approved
0.7143 Intermediate Similarity NPD4696 Approved
0.7143 Intermediate Similarity NPD5286 Approved
0.7143 Intermediate Similarity NPD5285 Approved
0.713 Intermediate Similarity NPD6008 Approved
0.713 Intermediate Similarity NPD6079 Approved
0.7119 Intermediate Similarity NPD6617 Approved
0.7119 Intermediate Similarity NPD6847 Approved
0.7119 Intermediate Similarity NPD8130 Phase 1
0.7119 Intermediate Similarity NPD6869 Approved
0.7117 Intermediate Similarity NPD4755 Approved
0.7103 Intermediate Similarity NPD5328 Approved
0.7094 Intermediate Similarity NPD6013 Approved
0.7094 Intermediate Similarity NPD6012 Approved
0.7094 Intermediate Similarity NPD6014 Approved
0.7087 Intermediate Similarity NPD6033 Approved
0.7069 Intermediate Similarity NPD5701 Approved
0.7064 Intermediate Similarity NPD6399 Phase 3
0.7059 Intermediate Similarity NPD8297 Approved
0.7049 Intermediate Similarity NPD7328 Approved
0.7049 Intermediate Similarity NPD7327 Approved
0.7048 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD5225 Approved
0.7018 Intermediate Similarity NPD4633 Approved
0.7018 Intermediate Similarity NPD5226 Approved
0.7018 Intermediate Similarity NPD5211 Phase 2
0.7018 Intermediate Similarity NPD5224 Approved
0.7016 Intermediate Similarity NPD8033 Approved
0.7009 Intermediate Similarity NPD6011 Approved
0.7 Intermediate Similarity NPD4632 Approved
0.6992 Remote Similarity NPD7516 Approved
0.6991 Remote Similarity NPD4700 Approved
0.6967 Remote Similarity NPD7115 Discovery
0.6957 Remote Similarity NPD5175 Approved
0.6957 Remote Similarity NPD5174 Approved
0.6935 Remote Similarity NPD8294 Approved
0.6935 Remote Similarity NPD8377 Approved
0.693 Remote Similarity NPD5223 Approved
0.6905 Remote Similarity NPD6067 Discontinued
0.6897 Remote Similarity NPD5141 Approved
0.688 Remote Similarity NPD8379 Approved
0.688 Remote Similarity NPD8516 Approved
0.688 Remote Similarity NPD8335 Approved
0.688 Remote Similarity NPD8515 Approved
0.688 Remote Similarity NPD8517 Approved
0.688 Remote Similarity NPD8378 Approved
0.688 Remote Similarity NPD8513 Phase 3
0.688 Remote Similarity NPD8296 Approved
0.688 Remote Similarity NPD8380 Approved
0.6875 Remote Similarity NPD5222 Approved
0.6875 Remote Similarity NPD4697 Phase 3
0.6875 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5221 Approved
0.6857 Remote Similarity NPD4788 Approved
0.6833 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6822 Remote Similarity NPD3618 Phase 1
0.6814 Remote Similarity NPD5173 Approved
0.6814 Remote Similarity NPD7902 Approved
0.6792 Remote Similarity NPD4786 Approved
0.6772 Remote Similarity NPD7604 Phase 2
0.6757 Remote Similarity NPD4202 Approved
0.6754 Remote Similarity NPD7638 Approved
0.6748 Remote Similarity NPD6274 Approved
0.6746 Remote Similarity NPD7503 Approved
0.6746 Remote Similarity NPD5983 Phase 2
0.6723 Remote Similarity NPD4729 Approved
0.6723 Remote Similarity NPD5128 Approved
0.6723 Remote Similarity NPD4730 Approved
0.672 Remote Similarity NPD7100 Approved
0.672 Remote Similarity NPD7101 Approved
0.6696 Remote Similarity NPD7640 Approved
0.6696 Remote Similarity NPD7639 Approved
0.6696 Remote Similarity NPD7748 Approved
0.6695 Remote Similarity NPD4767 Approved
0.6695 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.664 Remote Similarity NPD6335 Approved
0.6614 Remote Similarity NPD6921 Approved
0.6612 Remote Similarity NPD5247 Approved
0.6612 Remote Similarity NPD5249 Phase 3
0.6612 Remote Similarity NPD5250 Approved
0.6612 Remote Similarity NPD5251 Approved
0.6612 Remote Similarity NPD5248 Approved
0.6607 Remote Similarity NPD8171 Discontinued
0.6604 Remote Similarity NPD3667 Approved
0.6571 Remote Similarity NPD6928 Phase 2
0.6569 Remote Similarity NPD3703 Phase 2
0.656 Remote Similarity NPD6317 Approved
0.6557 Remote Similarity NPD5216 Approved
0.6557 Remote Similarity NPD5217 Approved
0.6557 Remote Similarity NPD5215 Approved
0.6549 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6549 Remote Similarity NPD7900 Approved
0.6538 Remote Similarity NPD6697 Approved
0.6538 Remote Similarity NPD6115 Approved
0.6538 Remote Similarity NPD6118 Approved
0.6538 Remote Similarity NPD6114 Approved
0.6508 Remote Similarity NPD6314 Approved
0.6508 Remote Similarity NPD6313 Approved
0.6491 Remote Similarity NPD5210 Approved
0.6491 Remote Similarity NPD4629 Approved
0.6486 Remote Similarity NPD6101 Approved
0.6486 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6909 Approved
0.6484 Remote Similarity NPD6908 Approved
0.6481 Remote Similarity NPD3133 Approved
0.6481 Remote Similarity NPD3665 Phase 1
0.6481 Remote Similarity NPD3666 Approved
0.648 Remote Similarity NPD6868 Approved
0.6475 Remote Similarity NPD5169 Approved
0.6475 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6475 Remote Similarity NPD5135 Approved
0.6466 Remote Similarity NPD5696 Approved
0.6466 Remote Similarity NPD4225 Approved
0.6466 Remote Similarity NPD5956 Approved
0.6455 Remote Similarity NPD3573 Approved
0.6442 Remote Similarity NPD6116 Phase 1
0.6423 Remote Similarity NPD5127 Approved
0.6404 Remote Similarity NPD5282 Discontinued
0.6396 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6393 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6053 Discontinued
0.6364 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD5330 Approved
0.6364 Remote Similarity NPD7521 Approved
0.6364 Remote Similarity NPD7146 Approved
0.6364 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD7334 Approved
0.6348 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5695 Phase 3
0.6346 Remote Similarity NPD6117 Approved
0.6341 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5778 Approved
0.6316 Remote Similarity NPD5779 Approved
0.6311 Remote Similarity NPD5168 Approved
0.6303 Remote Similarity NPD7632 Discontinued
0.6275 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4809 Clinical (unspecified phase)
0.627 Remote Similarity NPD5167 Approved
0.6262 Remote Similarity NPD7525 Registered
0.6259 Remote Similarity NPD6333 Approved
0.6259 Remote Similarity NPD6334 Approved
0.625 Remote Similarity NPD5737 Approved
0.625 Remote Similarity NPD6672 Approved
0.625 Remote Similarity NPD6903 Approved
0.6241 Remote Similarity NPD8074 Phase 3
0.6228 Remote Similarity NPD7637 Suspended
0.6222 Remote Similarity NPD6914 Discontinued
0.622 Remote Similarity NPD6940 Discontinued
0.6218 Remote Similarity NPD1700 Approved
0.621 Remote Similarity NPD6371 Approved

Structure

External Identifiers

PubChem CID   46906464
ChEMBL   CHEMBL1165494
ZINC  

Physicochemical Properties

Molecular Weight:  376.22
ALogP:  -0.6923
MLogP:  3.33
XLogP:  2.256
# Rotatable Bonds:  7
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  27

Download Data

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