Natural Product: NPC477372

Natural Product ID:  NPC477372
Common Name:   Seco-Coccinic Acid B
IUPAC Name:   3-[(3R,3aR,5aR,6S,7S,9bR)-3a,6,9b-trimethyl-3-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-7-prop-1-en-2-yl-1,2,3,4,5,5a,7,8-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
Synonyms:   Seco-coccinic acid B
Molecular Formula:   C30H46O3
Standard InCHIKey:  KYVIMLZITXJGDJ-IYCLCXJYSA-N
Standard InCHI:  InChI=1S/C30H46O3/c1-19(2)17-22(31)18-21(5)24-11-15-30(8)26-10-9-23(20(3)4)28(6,14-13-27(32)33)25(26)12-16-29(24,30)7/h10,17,21,23-25H,3,9,11-16,18H2,1-2,4-8H3,(H,32,33)/t21-,23+,24-,25+,28+,29-,30+/m1/s1
Canonical SMILES:  OC(=O)CC[C@@]1(C)[C@@H](CC=C2[C@@H]1CC[C@]1([C@@]2(C)CC[C@@H]1[C@@H](CC(=O)C=C(C)C)C)C)C(=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
NPO912 Kadsura coccinea Species Schisandraceae Eukaryota roots PMID[18491866]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens GI50 = 13300 nM 18491866

  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 NPC477372 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
0.9733 High Similarity NPC477371
0.961 High Similarity NPC320514
0.9494 High Similarity NPC29447
0.9481 High Similarity NPC201912
0.9481 High Similarity NPC38350
0.9481 High Similarity NPC147066
0.9359 High Similarity NPC133391
0.9359 High Similarity NPC260956
0.9259 High Similarity NPC136948
0.9241 High Similarity NPC168188
0.9241 High Similarity NPC470015
0.9241 High Similarity NPC69279
0.9241 High Similarity NPC83569
0.9241 High Similarity NPC477373
0.9125 High Similarity NPC164577
0.9079 High Similarity NPC180886
0.9036 High Similarity NPC262043
0.9012 High Similarity NPC311702
0.9012 High Similarity NPC123319
0.9012 High Similarity NPC94531
0.9 High Similarity NPC97913
0.8987 High Similarity NPC278459
0.8987 High Similarity NPC471898
0.8974 High Similarity NPC158846
0.8961 High Similarity NPC165711
0.8889 High Similarity NPC85774
0.8889 High Similarity NPC165064
0.8889 High Similarity NPC473246
0.8889 High Similarity NPC472865
0.8889 High Similarity NPC214043
0.8875 High Similarity NPC193347
0.8846 High Similarity NPC74410
0.8824 High Similarity NPC204341
0.88 High Similarity NPC160817
0.8795 High Similarity NPC96496
0.878 High Similarity NPC473038
0.878 High Similarity NPC142649
0.878 High Similarity NPC11711
0.878 High Similarity NPC469948
0.8734 High Similarity NPC196827
0.8734 High Similarity NPC274996
0.8734 High Similarity NPC215843
0.8718 High Similarity NPC97377
0.869 High Similarity NPC117122
0.8675 High Similarity NPC474732
0.8675 High Similarity NPC155011
0.8675 High Similarity NPC472869
0.8675 High Similarity NPC186975
0.8675 High Similarity NPC474733
0.8675 High Similarity NPC31564
0.8675 High Similarity NPC6247
0.8675 High Similarity NPC145879
0.8675 High Similarity NPC474778
0.8659 High Similarity NPC144258
0.8659 High Similarity NPC96095
0.8659 High Similarity NPC209882
0.8659 High Similarity NPC19849
0.8659 High Similarity NPC472864
0.8659 High Similarity NPC237712
0.8642 High Similarity NPC3511
0.8642 High Similarity NPC100297
0.8642 High Similarity NPC472239
0.8642 High Similarity NPC240302
0.8642 High Similarity NPC327969
0.8642 High Similarity NPC142253
0.8642 High Similarity NPC321289
0.8608 High Similarity NPC321514
0.8608 High Similarity NPC275494
0.8608 High Similarity NPC179028
0.8608 High Similarity NPC471409
0.859 High Similarity NPC20466
0.8588 High Similarity NPC214387
0.8588 High Similarity NPC474570
0.8571 High Similarity NPC142361
0.8571 High Similarity NPC236618
0.8571 High Similarity NPC187376
0.8571 High Similarity NPC474684
0.8571 High Similarity NPC167877
0.8571 High Similarity NPC159046
0.8571 High Similarity NPC233836
0.8571 High Similarity NPC93778
0.8571 High Similarity NPC475740
0.8571 High Similarity NPC58063
0.8554 High Similarity NPC474537
0.8554 High Similarity NPC269638
0.8537 High Similarity NPC310470
0.8537 High Similarity NPC477852
0.8537 High Similarity NPC167103
0.8523 High Similarity NPC171395
0.8519 High Similarity NPC162632
0.8519 High Similarity NPC267691
0.8519 High Similarity NPC263272
0.8519 High Similarity NPC274050
0.85 High Similarity NPC231431
0.85 High Similarity NPC192744
0.8488 Intermediate Similarity NPC477147
0.8488 Intermediate Similarity NPC477149
0.8481 Intermediate Similarity NPC66105
0.8481 Intermediate Similarity NPC471897
0.8481 Intermediate Similarity NPC471899
0.8481 Intermediate Similarity NPC212661
0.8481 Intermediate Similarity NPC107039
0.8481 Intermediate Similarity NPC472300
0.8481 Intermediate Similarity NPC471035
0.8471 Intermediate Similarity NPC472870
0.8471 Intermediate Similarity NPC471722
0.8462 Intermediate Similarity NPC279666
0.8462 Intermediate Similarity NPC192540
0.8462 Intermediate Similarity NPC476795
0.8452 Intermediate Similarity NPC195640
0.8452 Intermediate Similarity NPC55309
0.8452 Intermediate Similarity NPC118648
0.8452 Intermediate Similarity NPC28252
0.8452 Intermediate Similarity NPC72133
0.8452 Intermediate Similarity NPC475022
0.8452 Intermediate Similarity NPC222613
0.8434 Intermediate Similarity NPC59453
0.8434 Intermediate Similarity NPC58841
0.8434 Intermediate Similarity NPC221758
0.8434 Intermediate Similarity NPC194937
0.8434 Intermediate Similarity NPC329043
0.8434 Intermediate Similarity NPC321187
0.8434 Intermediate Similarity NPC87552
0.8434 Intermediate Similarity NPC82902
0.8434 Intermediate Similarity NPC161423
0.8434 Intermediate Similarity NPC476038
0.8434 Intermediate Similarity NPC227064
0.8434 Intermediate Similarity NPC320801
0.8427 Intermediate Similarity NPC472941
0.8427 Intermediate Similarity NPC456
0.8415 Intermediate Similarity NPC296367
0.8415 Intermediate Similarity NPC251779
0.8415 Intermediate Similarity NPC472867
0.8415 Intermediate Similarity NPC238991
0.8415 Intermediate Similarity NPC69101
0.8415 Intermediate Similarity NPC302661
0.8409 Intermediate Similarity NPC124207
0.8409 Intermediate Similarity NPC166906
0.8395 Intermediate Similarity NPC37038
0.8395 Intermediate Similarity NPC2482
0.8395 Intermediate Similarity NPC26139
0.8395 Intermediate Similarity NPC472478
0.8391 Intermediate Similarity NPC474018
0.8391 Intermediate Similarity NPC154101
0.8391 Intermediate Similarity NPC473986
0.8375 Intermediate Similarity NPC260385
0.8375 Intermediate Similarity NPC321690
0.8375 Intermediate Similarity NPC469996
0.8375 Intermediate Similarity NPC110094
0.8375 Intermediate Similarity NPC280654
0.8372 Intermediate Similarity NPC84271
0.8372 Intermediate Similarity NPC102414
0.8372 Intermediate Similarity NPC54689
0.8372 Intermediate Similarity NPC66344
0.8372 Intermediate Similarity NPC477943
0.8372 Intermediate Similarity NPC475921
0.8372 Intermediate Similarity NPC86319
0.8372 Intermediate Similarity NPC186688
0.8372 Intermediate Similarity NPC474704
0.8372 Intermediate Similarity NPC275740
0.8372 Intermediate Similarity NPC31985
0.8372 Intermediate Similarity NPC77168
0.8372 Intermediate Similarity NPC305039
0.8372 Intermediate Similarity NPC473999
0.8372 Intermediate Similarity NPC1015
0.8372 Intermediate Similarity NPC26959
0.8372 Intermediate Similarity NPC309603
0.8372 Intermediate Similarity NPC268406
0.8354 Intermediate Similarity NPC69143
0.8354 Intermediate Similarity NPC309399
0.8354 Intermediate Similarity NPC246445
0.8354 Intermediate Similarity NPC89294
0.8353 Intermediate Similarity NPC128644
0.8353 Intermediate Similarity NPC136548
0.8353 Intermediate Similarity NPC312215
0.8333 Intermediate Similarity NPC474218
0.8333 Intermediate Similarity NPC470223
0.8333 Intermediate Similarity NPC471224
0.8333 Intermediate Similarity NPC241854
0.8333 Intermediate Similarity NPC103958
0.8333 Intermediate Similarity NPC474083
0.8333 Intermediate Similarity NPC470574
0.8333 Intermediate Similarity NPC283908
0.8333 Intermediate Similarity NPC283733
0.8333 Intermediate Similarity NPC183503
0.8333 Intermediate Similarity NPC476046
0.8333 Intermediate Similarity NPC251970
0.8333 Intermediate Similarity NPC301065
0.8333 Intermediate Similarity NPC161923
0.8333 Intermediate Similarity NPC108078
0.8333 Intermediate Similarity NPC8571
0.8333 Intermediate Similarity NPC323765
0.8315 Intermediate Similarity NPC174948
0.8315 Intermediate Similarity NPC317586
0.8315 Intermediate Similarity NPC318282
0.8315 Intermediate Similarity NPC173875
0.8315 Intermediate Similarity NPC470016
0.8315 Intermediate Similarity NPC469995
0.8315 Intermediate Similarity NPC476174
0.8313 Intermediate Similarity NPC102197

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477372 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
0.8875 High Similarity NPD4223 Phase 3
0.8875 High Similarity NPD4221 Approved
0.878 High Similarity NPD5329 Approved
0.8659 High Similarity NPD4197 Approved
0.8605 High Similarity NPD5281 Approved
0.8605 High Similarity NPD5284 Approved
0.8471 Intermediate Similarity NPD5737 Approved
0.8471 Intermediate Similarity NPD6672 Approved
0.8452 Intermediate Similarity NPD4689 Approved
0.8452 Intermediate Similarity NPD7334 Approved
0.8452 Intermediate Similarity NPD4690 Approved
0.8452 Intermediate Similarity NPD5205 Approved
0.8452 Intermediate Similarity NPD7146 Approved
0.8452 Intermediate Similarity NPD5690 Phase 2
0.8452 Intermediate Similarity NPD4138 Approved
0.8452 Intermediate Similarity NPD5330 Approved
0.8452 Intermediate Similarity NPD6409 Approved
0.8452 Intermediate Similarity NPD7521 Approved
0.8452 Intermediate Similarity NPD4688 Approved
0.8452 Intermediate Similarity NPD4694 Approved
0.8452 Intermediate Similarity NPD4693 Phase 3
0.8452 Intermediate Similarity NPD5280 Approved
0.8452 Intermediate Similarity NPD6684 Approved
0.8434 Intermediate Similarity NPD3133 Approved
0.8434 Intermediate Similarity NPD4786 Approved
0.8434 Intermediate Similarity NPD3665 Phase 1
0.8434 Intermediate Similarity NPD3666 Approved
0.8375 Intermediate Similarity NPD3617 Approved
0.8372 Intermediate Similarity NPD6673 Approved
0.8372 Intermediate Similarity NPD6080 Approved
0.8372 Intermediate Similarity NPD6904 Approved
0.8372 Intermediate Similarity NPD5328 Approved
0.8333 Intermediate Similarity NPD6084 Phase 2
0.8333 Intermediate Similarity NPD6083 Phase 2
0.8315 Intermediate Similarity NPD5695 Phase 3
0.8295 Intermediate Similarity NPD6399 Phase 3
0.8256 Intermediate Similarity NPD5208 Approved
0.8256 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8256 Intermediate Similarity NPD6903 Approved
0.8235 Intermediate Similarity NPD5279 Phase 3
0.8235 Intermediate Similarity NPD3618 Phase 1
0.8235 Intermediate Similarity NPD6098 Approved
0.8193 Intermediate Similarity NPD3667 Approved
0.8182 Intermediate Similarity NPD6050 Approved
0.8182 Intermediate Similarity NPD6079 Approved
0.8182 Intermediate Similarity NPD4747 Approved
0.8161 Intermediate Similarity NPD4753 Phase 2
0.8101 Intermediate Similarity NPD5733 Approved
0.8068 Intermediate Similarity NPD5692 Phase 3
0.8068 Intermediate Similarity NPD5207 Approved
0.8052 Intermediate Similarity NPD4137 Phase 3
0.8049 Intermediate Similarity NPD4195 Approved
0.8043 Intermediate Similarity NPD5696 Approved
0.8023 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7978 Intermediate Similarity NPD5693 Phase 1
0.7978 Intermediate Similarity NPD7515 Phase 2
0.7978 Intermediate Similarity NPD5694 Approved
0.7955 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD4695 Discontinued
0.7949 Intermediate Similarity NPD4691 Approved
0.7912 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7889 Intermediate Similarity NPD4202 Approved
0.7875 Intermediate Similarity NPD4687 Approved
0.7865 Intermediate Similarity NPD4096 Approved
0.7857 Intermediate Similarity NPD4139 Approved
0.7857 Intermediate Similarity NPD4692 Approved
0.7848 Intermediate Similarity NPD5276 Approved
0.7816 Intermediate Similarity NPD4519 Discontinued
0.7816 Intermediate Similarity NPD4623 Approved
0.7802 Intermediate Similarity NPD6001 Approved
0.7802 Intermediate Similarity NPD7748 Approved
0.7766 Intermediate Similarity NPD6404 Discontinued
0.7732 Intermediate Similarity NPD6675 Approved
0.7732 Intermediate Similarity NPD7128 Approved
0.7732 Intermediate Similarity NPD6402 Approved
0.7732 Intermediate Similarity NPD5739 Approved
0.7717 Intermediate Similarity NPD5210 Approved
0.7717 Intermediate Similarity NPD4629 Approved
0.7701 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD5133 Approved
0.7674 Intermediate Similarity NPD4788 Approved
0.7654 Intermediate Similarity NPD4058 Approved
0.764 Intermediate Similarity NPD4518 Approved
0.7634 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD5222 Approved
0.7634 Intermediate Similarity NPD5221 Approved
0.7634 Intermediate Similarity NPD4697 Phase 3
0.7625 Intermediate Similarity NPD4243 Approved
0.7586 Intermediate Similarity NPD3668 Phase 3
0.7576 Intermediate Similarity NPD6881 Approved
0.7576 Intermediate Similarity NPD6899 Approved
0.7576 Intermediate Similarity NPD7320 Approved
0.7553 Intermediate Similarity NPD4755 Approved
0.7553 Intermediate Similarity NPD7902 Approved
0.7553 Intermediate Similarity NPD5173 Approved
0.7528 Intermediate Similarity NPD3573 Approved
0.7527 Intermediate Similarity NPD5654 Approved
0.75 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6372 Approved
0.75 Intermediate Similarity NPD6373 Approved
0.7475 Intermediate Similarity NPD5701 Approved
0.7475 Intermediate Similarity NPD5697 Approved
0.7468 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7614 Phase 1
0.7439 Intermediate Similarity NPD4784 Approved
0.7439 Intermediate Similarity NPD4785 Approved
0.7436 Intermediate Similarity NPD4224 Phase 2
0.7436 Intermediate Similarity NPD7331 Phase 2
0.7426 Intermediate Similarity NPD7290 Approved
0.7426 Intermediate Similarity NPD7102 Approved
0.7426 Intermediate Similarity NPD6883 Approved
0.7407 Intermediate Similarity NPD6081 Approved
0.74 Intermediate Similarity NPD6011 Approved
0.7396 Intermediate Similarity NPD4700 Approved
0.7396 Intermediate Similarity NPD4696 Approved
0.7396 Intermediate Similarity NPD5285 Approved
0.7396 Intermediate Similarity NPD5286 Approved
0.7368 Intermediate Similarity NPD5959 Approved
0.7356 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD8130 Phase 1
0.7353 Intermediate Similarity NPD6617 Approved
0.7353 Intermediate Similarity NPD6869 Approved
0.7353 Intermediate Similarity NPD6650 Approved
0.7353 Intermediate Similarity NPD6649 Approved
0.7353 Intermediate Similarity NPD6847 Approved
0.7349 Intermediate Similarity NPD7339 Approved
0.7349 Intermediate Similarity NPD6942 Approved
0.7347 Intermediate Similarity NPD6052 Approved
0.7327 Intermediate Similarity NPD6012 Approved
0.7327 Intermediate Similarity NPD6013 Approved
0.7327 Intermediate Similarity NPD6014 Approved
0.732 Intermediate Similarity NPD5223 Approved
0.7308 Intermediate Similarity NPD7341 Phase 2
0.7292 Intermediate Similarity NPD7638 Approved
0.7282 Intermediate Similarity NPD6882 Approved
0.7282 Intermediate Similarity NPD8297 Approved
0.7245 Intermediate Similarity NPD5226 Approved
0.7245 Intermediate Similarity NPD5224 Approved
0.7245 Intermediate Similarity NPD5211 Phase 2
0.7245 Intermediate Similarity NPD5225 Approved
0.7245 Intermediate Similarity NPD4633 Approved
0.7245 Intermediate Similarity NPD5091 Approved
0.7234 Intermediate Similarity NPD7900 Approved
0.7234 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7639 Approved
0.7216 Intermediate Similarity NPD7640 Approved
0.7204 Intermediate Similarity NPD8035 Phase 2
0.7204 Intermediate Similarity NPD8034 Phase 2
0.7172 Intermediate Similarity NPD5174 Approved
0.7172 Intermediate Similarity NPD4754 Approved
0.7172 Intermediate Similarity NPD5175 Approved
0.7143 Intermediate Similarity NPD5275 Approved
0.7143 Intermediate Similarity NPD4190 Phase 3
0.7129 Intermediate Similarity NPD6412 Phase 2
0.7129 Intermediate Similarity NPD6614 Approved
0.7111 Intermediate Similarity NPD1694 Approved
0.71 Intermediate Similarity NPD5141 Approved
0.7089 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD6868 Approved
0.7059 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4632 Approved
0.7037 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5360 Phase 3
0.703 Intermediate Similarity NPD4768 Approved
0.703 Intermediate Similarity NPD6008 Approved
0.703 Intermediate Similarity NPD4767 Approved
0.7024 Intermediate Similarity NPD6924 Approved
0.7024 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD6926 Approved
0.7009 Intermediate Similarity NPD7115 Discovery
0.6944 Remote Similarity NPD6335 Approved
0.6932 Remote Similarity NPD7525 Registered
0.6932 Remote Similarity NPD5368 Approved
0.6923 Remote Similarity NPD5363 Approved
0.6916 Remote Similarity NPD6274 Approved
0.6915 Remote Similarity NPD5785 Approved
0.6907 Remote Similarity NPD7732 Phase 3
0.6893 Remote Similarity NPD5128 Approved
0.6893 Remote Similarity NPD4730 Approved
0.6893 Remote Similarity NPD4729 Approved
0.6893 Remote Similarity NPD5168 Approved
0.6889 Remote Similarity NPD5362 Discontinued
0.6889 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7101 Approved
0.6881 Remote Similarity NPD7100 Approved
0.6867 Remote Similarity NPD4789 Approved
0.686 Remote Similarity NPD6933 Approved
0.686 Remote Similarity NPD6117 Approved
0.6854 Remote Similarity NPD5369 Approved
0.6852 Remote Similarity NPD6009 Approved
0.6852 Remote Similarity NPD6317 Approved
0.6842 Remote Similarity NPD6411 Approved
0.6809 Remote Similarity NPD6051 Approved
0.6789 Remote Similarity NPD6314 Approved
0.6789 Remote Similarity NPD6313 Approved
0.6786 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6116 Phase 1
0.6778 Remote Similarity NPD4269 Approved

Structure

External Identifiers

PubChem CID   44585544
ChEMBL   CHEMBL520556
ZINC  

Physicochemical Properties

Molecular Weight:  454.34
ALogP:  3.8563
MLogP:  4.43
XLogP:  8.983
# Rotatable Bonds:  16
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  33

Download Data

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