Natural Product: NPC471244

Natural Product ID:  NPC471244
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H32O7
Standard InCHIKey:  CEINIYPVMZSXKB-UCMBFLOESA-N
Standard InCHI:  InChI=1S/C22H32O7/c1-5-28-18-20-12-7-6-11-10(2)15(24)21(12,16(11)25)22(27,29-18)17(26)14(20)19(3,4)9-8-13(20)23/h11-14,16-18,23,25-27H,2,5-9H2,1,3-4H3/t11-,12-,13-,14+,16+,17-,18+,20-,21-,22-/m0/s1
Canonical SMILES:  CCO[C@@H]1O[C@@]2(O)[C@H]([C@H]3[C@@]1([C@@H](O)CCC3(C)C)[C@H]1[C@@]32[C@H](O)[C@@H](CC1)C(=C)C3=O)O
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
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota Aerial parts PMID[23819871]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 17336532
NPT660 Cell Line SW480 Homo sapiens IC50 = 7800 nM 12217376
NPT83 Cell Line MCF7 Homo sapiens IC50 = 8400 nM DrugMatrix in vivo data: Hematology
NPT116 Cell Line HL-60 Homo sapiens IC50 = 5900 nM 23398362
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 3900 nM 16562829
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 16643028

  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 NPC471244 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
0.9903 High Similarity NPC63244
0.9808 High Similarity NPC471245
0.9806 High Similarity NPC471476
0.9717 High Similarity NPC88945
0.9714 High Similarity NPC94141
0.9712 High Similarity NPC122339
0.9623 High Similarity NPC17165
0.9619 High Similarity NPC473303
0.9619 High Similarity NPC145625
0.9619 High Similarity NPC157929
0.9615 High Similarity NPC473324
0.9612 High Similarity NPC89860
0.9612 High Similarity NPC189663
0.9533 High Similarity NPC229752
0.9528 High Similarity NPC132668
0.9528 High Similarity NPC471248
0.9519 High Similarity NPC118721
0.9519 High Similarity NPC469744
0.9519 High Similarity NPC252679
0.9444 High Similarity NPC78836
0.9444 High Similarity NPC473304
0.9434 High Similarity NPC474927
0.9423 High Similarity NPC55973
0.9417 High Similarity NPC307660
0.9417 High Similarity NPC130511
0.934 High Similarity NPC213320
0.9333 High Similarity NPC102741
0.9327 High Similarity NPC469746
0.9327 High Similarity NPC67745
0.9327 High Similarity NPC471461
0.9252 High Similarity NPC473397
0.9252 High Similarity NPC473352
0.9245 High Similarity NPC471093
0.9245 High Similarity NPC137104
0.9245 High Similarity NPC320383
0.9245 High Similarity NPC474786
0.9238 High Similarity NPC473410
0.9238 High Similarity NPC469984
0.9238 High Similarity NPC471094
0.9238 High Similarity NPC469733
0.9238 High Similarity NPC469729
0.9231 High Similarity NPC12823
0.9167 High Similarity NPC471252
0.9159 High Similarity NPC329953
0.9159 High Similarity NPC29505
0.9151 High Similarity NPC131903
0.9151 High Similarity NPC274827
0.9143 High Similarity NPC471474
0.9065 High Similarity NPC85391
0.9057 High Similarity NPC63841
0.9048 High Similarity NPC4115
0.9048 High Similarity NPC56656
0.9029 High Similarity NPC14634
0.8981 High Similarity NPC471243
0.8962 High Similarity NPC186054
0.8952 High Similarity NPC202793
0.8942 High Similarity NPC475803
0.8942 High Similarity NPC309388
0.8909 High Similarity NPC243354
0.8899 High Similarity NPC472719
0.8899 High Similarity NPC207845
0.8879 High Similarity NPC232133
0.8818 High Similarity NPC194273
0.8807 High Similarity NPC56025
0.8807 High Similarity NPC274833
0.8796 High Similarity NPC8431
0.8796 High Similarity NPC469983
0.8704 High Similarity NPC231278
0.8704 High Similarity NPC218123
0.8704 High Similarity NPC273155
0.8704 High Similarity NPC112895
0.8679 High Similarity NPC277074
0.8679 High Similarity NPC209298
0.8679 High Similarity NPC139347
0.8661 High Similarity NPC472718
0.8649 High Similarity NPC73986
0.8611 High Similarity NPC166993
0.8611 High Similarity NPC96333
0.8611 High Similarity NPC88833
0.8598 High Similarity NPC474558
0.8598 High Similarity NPC13149
0.8598 High Similarity NPC470167
0.8584 High Similarity NPC218970
0.8545 High Similarity NPC98069
0.8545 High Similarity NPC49730
0.8519 High Similarity NPC200957
0.8519 High Similarity NPC103172
0.8519 High Similarity NPC138908
0.8519 High Similarity NPC164600
0.8505 High Similarity NPC122811
0.8505 High Similarity NPC87927
0.8505 High Similarity NPC107385
0.8491 Intermediate Similarity NPC52899
0.8491 Intermediate Similarity NPC289148
0.8491 Intermediate Similarity NPC471790
0.8491 Intermediate Similarity NPC163963
0.8482 Intermediate Similarity NPC320118
0.8476 Intermediate Similarity NPC474793
0.8475 Intermediate Similarity NPC47113
0.8475 Intermediate Similarity NPC174367
0.8468 Intermediate Similarity NPC11035
0.844 Intermediate Similarity NPC61071
0.8426 Intermediate Similarity NPC101842
0.8426 Intermediate Similarity NPC301787
0.8411 Intermediate Similarity NPC76866
0.8411 Intermediate Similarity NPC148628
0.8411 Intermediate Similarity NPC286519
0.8411 Intermediate Similarity NPC88203
0.8411 Intermediate Similarity NPC214946
0.8411 Intermediate Similarity NPC246736
0.8411 Intermediate Similarity NPC304832
0.8396 Intermediate Similarity NPC127408
0.8396 Intermediate Similarity NPC287676
0.8396 Intermediate Similarity NPC291785
0.8396 Intermediate Similarity NPC470388
0.8393 Intermediate Similarity NPC205534
0.8393 Intermediate Similarity NPC470543
0.8393 Intermediate Similarity NPC243572
0.8376 Intermediate Similarity NPC28532
0.8349 Intermediate Similarity NPC222833
0.8348 Intermediate Similarity NPC475632
0.8348 Intermediate Similarity NPC86020
0.8319 Intermediate Similarity NPC146563
0.8319 Intermediate Similarity NPC260665
0.8319 Intermediate Similarity NPC102619
0.8319 Intermediate Similarity NPC273962
0.8318 Intermediate Similarity NPC252614
0.8318 Intermediate Similarity NPC46848
0.8318 Intermediate Similarity NPC236585
0.8304 Intermediate Similarity NPC272242
0.8304 Intermediate Similarity NPC471251
0.8302 Intermediate Similarity NPC471038
0.8302 Intermediate Similarity NPC16911
0.8302 Intermediate Similarity NPC78427
0.8291 Intermediate Similarity NPC470478
0.8288 Intermediate Similarity NPC246205
0.8288 Intermediate Similarity NPC473844
0.8288 Intermediate Similarity NPC471250
0.8288 Intermediate Similarity NPC91583
0.8288 Intermediate Similarity NPC51947
0.8288 Intermediate Similarity NPC240125
0.8276 Intermediate Similarity NPC161738
0.8261 Intermediate Similarity NPC309433
0.8261 Intermediate Similarity NPC470171
0.8261 Intermediate Similarity NPC477252
0.8261 Intermediate Similarity NPC156651
0.8257 Intermediate Similarity NPC98603
0.825 Intermediate Similarity NPC305496
0.8246 Intermediate Similarity NPC74727
0.8246 Intermediate Similarity NPC54395
0.8246 Intermediate Similarity NPC102088
0.8246 Intermediate Similarity NPC477580
0.8241 Intermediate Similarity NPC470172
0.8241 Intermediate Similarity NPC275990
0.8235 Intermediate Similarity NPC469841
0.8235 Intermediate Similarity NPC248202
0.8235 Intermediate Similarity NPC469842
0.823 Intermediate Similarity NPC210420
0.823 Intermediate Similarity NPC474265
0.822 Intermediate Similarity NPC475431
0.8214 Intermediate Similarity NPC98633
0.8214 Intermediate Similarity NPC475317
0.8214 Intermediate Similarity NPC154856
0.8214 Intermediate Similarity NPC52241
0.8214 Intermediate Similarity NPC130302
0.8208 Intermediate Similarity NPC76486
0.8205 Intermediate Similarity NPC471406
0.8205 Intermediate Similarity NPC108072
0.8205 Intermediate Similarity NPC475187
0.8205 Intermediate Similarity NPC281840
0.8198 Intermediate Similarity NPC88744
0.8198 Intermediate Similarity NPC230888
0.819 Intermediate Similarity NPC239293
0.819 Intermediate Similarity NPC231060
0.819 Intermediate Similarity NPC41070
0.819 Intermediate Similarity NPC84018
0.819 Intermediate Similarity NPC138245
0.8182 Intermediate Similarity NPC311534
0.8182 Intermediate Similarity NPC210178
0.8182 Intermediate Similarity NPC285927
0.8174 Intermediate Similarity NPC137414
0.8174 Intermediate Similarity NPC469820
0.8174 Intermediate Similarity NPC469823
0.8173 Intermediate Similarity NPC144739
0.8173 Intermediate Similarity NPC181594
0.8165 Intermediate Similarity NPC216114
0.8165 Intermediate Similarity NPC473406
0.8165 Intermediate Similarity NPC96217
0.8158 Intermediate Similarity NPC293038
0.8158 Intermediate Similarity NPC62696
0.8148 Intermediate Similarity NPC148279
0.8148 Intermediate Similarity NPC470168
0.8142 Intermediate Similarity NPC91838
0.8142 Intermediate Similarity NPC94650
0.8142 Intermediate Similarity NPC285410
0.8142 Intermediate Similarity NPC275668
0.8142 Intermediate Similarity NPC263827
0.8142 Intermediate Similarity NPC204392
0.8142 Intermediate Similarity NPC1876
0.8142 Intermediate Similarity NPC240734

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471244 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
0.8108 Intermediate Similarity NPD6412 Phase 2
0.8067 Intermediate Similarity NPD6370 Approved
0.8 Intermediate Similarity NPD8328 Phase 3
0.7949 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD6054 Approved
0.7886 Intermediate Similarity NPD7736 Approved
0.7845 Intermediate Similarity NPD8133 Approved
0.7823 Intermediate Similarity NPD7319 Approved
0.7807 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7768 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD6059 Approved
0.7724 Intermediate Similarity NPD7507 Approved
0.7686 Intermediate Similarity NPD6015 Approved
0.7686 Intermediate Similarity NPD6016 Approved
0.7661 Intermediate Similarity NPD8293 Discontinued
0.7642 Intermediate Similarity NPD7492 Approved
0.7623 Intermediate Similarity NPD5988 Approved
0.7581 Intermediate Similarity NPD6616 Approved
0.7565 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD7078 Approved
0.7459 Intermediate Similarity NPD6319 Approved
0.7414 Intermediate Similarity NPD6686 Approved
0.7355 Intermediate Similarity NPD6009 Approved
0.7311 Intermediate Similarity NPD6882 Approved
0.7288 Intermediate Similarity NPD4634 Approved
0.7258 Intermediate Similarity NPD8033 Approved
0.725 Intermediate Similarity NPD4632 Approved
0.7236 Intermediate Similarity NPD7516 Approved
0.7213 Intermediate Similarity NPD7115 Discovery
0.7188 Intermediate Similarity NPD6033 Approved
0.7177 Intermediate Similarity NPD8294 Approved
0.7177 Intermediate Similarity NPD8377 Approved
0.7167 Intermediate Similarity NPD8297 Approved
0.7154 Intermediate Similarity NPD7328 Approved
0.7154 Intermediate Similarity NPD7327 Approved
0.712 Intermediate Similarity NPD8296 Approved
0.712 Intermediate Similarity NPD8517 Approved
0.712 Intermediate Similarity NPD8380 Approved
0.712 Intermediate Similarity NPD8379 Approved
0.712 Intermediate Similarity NPD8513 Phase 3
0.712 Intermediate Similarity NPD8516 Approved
0.712 Intermediate Similarity NPD8515 Approved
0.712 Intermediate Similarity NPD8378 Approved
0.712 Intermediate Similarity NPD8335 Approved
0.7119 Intermediate Similarity NPD6899 Approved
0.7119 Intermediate Similarity NPD6881 Approved
0.7094 Intermediate Similarity NPD7128 Approved
0.7094 Intermediate Similarity NPD6402 Approved
0.7094 Intermediate Similarity NPD5739 Approved
0.7094 Intermediate Similarity NPD6675 Approved
0.7091 Intermediate Similarity NPD8034 Phase 2
0.7091 Intermediate Similarity NPD8035 Phase 2
0.7083 Intermediate Similarity NPD6650 Approved
0.7083 Intermediate Similarity NPD6649 Approved
0.7059 Intermediate Similarity NPD6372 Approved
0.7059 Intermediate Similarity NPD6373 Approved
0.7034 Intermediate Similarity NPD5697 Approved
0.7008 Intermediate Similarity NPD6067 Discontinued
0.7 Intermediate Similarity NPD7102 Approved
0.7 Intermediate Similarity NPD7290 Approved
0.7 Intermediate Similarity NPD6883 Approved
0.6984 Remote Similarity NPD7503 Approved
0.6975 Remote Similarity NPD7320 Approved
0.6957 Remote Similarity NPD4696 Approved
0.6957 Remote Similarity NPD5286 Approved
0.6957 Remote Similarity NPD5285 Approved
0.6949 Remote Similarity NPD6008 Approved
0.6942 Remote Similarity NPD8130 Phase 1
0.6942 Remote Similarity NPD6869 Approved
0.6942 Remote Similarity NPD6617 Approved
0.6942 Remote Similarity NPD6847 Approved
0.6937 Remote Similarity NPD6079 Approved
0.693 Remote Similarity NPD4755 Approved
0.6917 Remote Similarity NPD6014 Approved
0.6917 Remote Similarity NPD6013 Approved
0.6917 Remote Similarity NPD6012 Approved
0.6909 Remote Similarity NPD5328 Approved
0.6891 Remote Similarity NPD5701 Approved
0.6875 Remote Similarity NPD7604 Phase 2
0.6875 Remote Similarity NPD8171 Discontinued
0.6875 Remote Similarity NPD6399 Phase 3
0.6852 Remote Similarity NPD7520 Clinical (unspecified phase)
0.685 Remote Similarity NPD5983 Phase 2
0.685 Remote Similarity NPD6921 Approved
0.6838 Remote Similarity NPD5224 Approved
0.6838 Remote Similarity NPD5226 Approved
0.6838 Remote Similarity NPD4633 Approved
0.6838 Remote Similarity NPD5225 Approved
0.6838 Remote Similarity NPD5211 Phase 2
0.6833 Remote Similarity NPD6011 Approved
0.681 Remote Similarity NPD4700 Approved
0.678 Remote Similarity NPD5175 Approved
0.678 Remote Similarity NPD5174 Approved
0.6769 Remote Similarity NPD6336 Discontinued
0.6752 Remote Similarity NPD5223 Approved
0.6724 Remote Similarity NPD4225 Approved
0.6723 Remote Similarity NPD5141 Approved
0.6696 Remote Similarity NPD5221 Approved
0.6696 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6696 Remote Similarity NPD4697 Phase 3
0.6696 Remote Similarity NPD5222 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4788 Approved
0.6639 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6638 Remote Similarity NPD7902 Approved
0.6638 Remote Similarity NPD5173 Approved
0.6636 Remote Similarity NPD3618 Phase 1
0.6606 Remote Similarity NPD4786 Approved
0.6587 Remote Similarity NPD6274 Approved
0.6581 Remote Similarity NPD7638 Approved
0.6579 Remote Similarity NPD4202 Approved
0.6567 Remote Similarity NPD5956 Approved
0.6562 Remote Similarity NPD7101 Approved
0.6562 Remote Similarity NPD7100 Approved
0.6557 Remote Similarity NPD4729 Approved
0.6557 Remote Similarity NPD4730 Approved
0.6557 Remote Similarity NPD5128 Approved
0.6529 Remote Similarity NPD4768 Approved
0.6529 Remote Similarity NPD4767 Approved
0.6525 Remote Similarity NPD7640 Approved
0.6525 Remote Similarity NPD7639 Approved
0.6522 Remote Similarity NPD7748 Approved
0.65 Remote Similarity NPD4754 Approved
0.6496 Remote Similarity NPD6084 Phase 2
0.6496 Remote Similarity NPD6083 Phase 2
0.6491 Remote Similarity NPD6411 Approved
0.6491 Remote Similarity NPD7515 Phase 2
0.6486 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6335 Approved
0.6466 Remote Similarity NPD8074 Phase 3
0.6457 Remote Similarity NPD6940 Discontinued
0.6452 Remote Similarity NPD5251 Approved
0.6452 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5248 Approved
0.6452 Remote Similarity NPD5249 Phase 3
0.6452 Remote Similarity NPD5250 Approved
0.6452 Remote Similarity NPD5247 Approved
0.6452 Remote Similarity NPD6371 Approved
0.6422 Remote Similarity NPD3667 Approved
0.6406 Remote Similarity NPD6317 Approved
0.64 Remote Similarity NPD5216 Approved
0.64 Remote Similarity NPD5215 Approved
0.64 Remote Similarity NPD5217 Approved
0.6389 Remote Similarity NPD6928 Phase 2
0.6381 Remote Similarity NPD3703 Phase 2
0.6379 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7900 Approved
0.6357 Remote Similarity NPD6314 Approved
0.6357 Remote Similarity NPD6313 Approved
0.6355 Remote Similarity NPD6114 Approved
0.6355 Remote Similarity NPD6697 Approved
0.6355 Remote Similarity NPD6115 Approved
0.6355 Remote Similarity NPD6118 Approved
0.6336 Remote Similarity NPD6909 Approved
0.6336 Remote Similarity NPD6908 Approved
0.6336 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1700 Approved
0.633 Remote Similarity NPD1779 Approved
0.633 Remote Similarity NPD1780 Approved
0.6328 Remote Similarity NPD6868 Approved
0.6325 Remote Similarity NPD5210 Approved
0.6325 Remote Similarity NPD4629 Approved
0.632 Remote Similarity NPD5134 Clinical (unspecified phase)
0.632 Remote Similarity NPD5169 Approved
0.632 Remote Similarity NPD5135 Approved
0.6316 Remote Similarity NPD6101 Approved
0.6316 Remote Similarity NPD4753 Phase 2
0.6316 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6306 Remote Similarity NPD3666 Approved
0.6306 Remote Similarity NPD3665 Phase 1
0.6306 Remote Similarity NPD3133 Approved
0.6303 Remote Similarity NPD5696 Approved
0.6296 Remote Similarity NPD8336 Approved
0.6296 Remote Similarity NPD8337 Approved
0.6283 Remote Similarity NPD3573 Approved
0.627 Remote Similarity NPD8413 Clinical (unspecified phase)
0.627 Remote Similarity NPD5127 Approved
0.6262 Remote Similarity NPD6116 Phase 1
0.6239 Remote Similarity NPD5282 Discontinued
0.6232 Remote Similarity NPD8338 Approved
0.6228 Remote Similarity NPD7513 Clinical (unspecified phase)
0.622 Remote Similarity NPD6053 Discontinued
0.6216 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6216 Remote Similarity NPD3669 Approved
0.6212 Remote Similarity NPD8269 Approved
0.6212 Remote Similarity NPD8268 Approved
0.6212 Remote Similarity NPD8267 Approved
0.6212 Remote Similarity NPD8266 Approved
0.621 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6195 Remote Similarity NPD7334 Approved
0.6195 Remote Similarity NPD6409 Approved
0.6195 Remote Similarity NPD5330 Approved
0.6195 Remote Similarity NPD6684 Approved
0.6195 Remote Similarity NPD7146 Approved
0.6195 Remote Similarity NPD7521 Approved
0.6186 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5695 Phase 3
0.6183 Remote Similarity NPD4522 Approved
0.6168 Remote Similarity NPD6117 Approved
0.6165 Remote Similarity NPD8080 Discontinued

Structure

External Identifiers

PubChem CID   73353584
ChEMBL   CHEMBL2407383
ZINC  

Physicochemical Properties

Molecular Weight:  408.21
ALogP:  -1.6553
MLogP:  3.11
XLogP:  0.655
# Rotatable Bonds:  9
Polar Surface Area:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  29

Download Data

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