Natural Product: NPC249312

Natural Product ID:  NPC249312
Common Name:   20-Epi-3-Dehydroxy-3-Oxo-5,6-Dihydro-4,5-Dehydroverazine
IUPAC Name:   (8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1R)-1-[(3S)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C27H41NO
Standard InCHIKey:  LGMIOFBBNYCMNF-FWCABEFESA-N
Standard InCHI:  InChI=1S/C27H41NO/c1-17-5-10-25(28-16-17)18(2)22-8-9-23-21-7-6-19-15-20(29)11-13-26(19,3)24(21)12-14-27(22,23)4/h15,17-18,21-24H,5-14,16H2,1-4H3/t17-,18+,21-,22+,23-,24-,26-,27+/m0/s1
Canonical SMILES:  C[C@H]1CCC(=NC1)[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)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
NPO33146 eclipta alba Species NA Eukaryota Suriname rainforest PMID[9784152]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 14 ug/ml Open TG-GATES in vivo data: Biochemistry
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 45 ug/ml 16792413
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 50 ug/ml 10.6019/CHEMBL1201861
NPT726 Cell Line M109 Mus musculus IC50 = 16.8 ug/ml 8778240

  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 NPC249312 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
0.8125 Intermediate Similarity NPC140685
0.7978 Intermediate Similarity NPC21667
0.7879 Intermediate Similarity NPC152718
0.7865 Intermediate Similarity NPC477583
0.7831 Intermediate Similarity NPC159577
0.7831 Intermediate Similarity NPC35734
0.7831 Intermediate Similarity NPC282593
0.7802 Intermediate Similarity NPC182106
0.7802 Intermediate Similarity NPC311769
0.7753 Intermediate Similarity NPC477582
0.7738 Intermediate Similarity NPC115023
0.7732 Intermediate Similarity NPC247220
0.7723 Intermediate Similarity NPC469958
0.77 Intermediate Similarity NPC226509
0.7674 Intermediate Similarity NPC293803
0.7667 Intermediate Similarity NPC477581
0.7647 Intermediate Similarity NPC474228
0.7647 Intermediate Similarity NPC251705
0.7647 Intermediate Similarity NPC303613
0.7647 Intermediate Similarity NPC230677
0.7619 Intermediate Similarity NPC307176
0.759 Intermediate Similarity NPC20610
0.7553 Intermediate Similarity NPC259252
0.7529 Intermediate Similarity NPC234707
0.7526 Intermediate Similarity NPC280710
0.7526 Intermediate Similarity NPC243985
0.75 Intermediate Similarity NPC182815
0.75 Intermediate Similarity NPC139397
0.7475 Intermediate Similarity NPC184033
0.7442 Intermediate Similarity NPC470045
0.7442 Intermediate Similarity NPC470044
0.7412 Intermediate Similarity NPC2634
0.7412 Intermediate Similarity NPC265782
0.7412 Intermediate Similarity NPC260040
0.7412 Intermediate Similarity NPC251929
0.7391 Intermediate Similarity NPC477584
0.7386 Intermediate Similarity NPC69408
0.7356 Intermediate Similarity NPC309852
0.7356 Intermediate Similarity NPC255021
0.7353 Intermediate Similarity NPC58200
0.7347 Intermediate Similarity NPC476754
0.7326 Intermediate Similarity NPC54123
0.7326 Intermediate Similarity NPC305501
0.7326 Intermediate Similarity NPC470078
0.73 Intermediate Similarity NPC240650
0.7264 Intermediate Similarity NPC175585
0.7253 Intermediate Similarity NPC474509
0.7245 Intermediate Similarity NPC476752
0.7245 Intermediate Similarity NPC476753
0.7212 Intermediate Similarity NPC119329
0.7209 Intermediate Similarity NPC477856
0.7209 Intermediate Similarity NPC214770
0.7143 Intermediate Similarity NPC323005
0.7126 Intermediate Similarity NPC190035
0.7079 Intermediate Similarity NPC473171
0.7079 Intermediate Similarity NPC255650
0.7065 Intermediate Similarity NPC250632
0.7059 Intermediate Similarity NPC176107
0.7011 Intermediate Similarity NPC40574
0.7 Intermediate Similarity NPC477290
0.6977 Remote Similarity NPC142754
0.6977 Remote Similarity NPC82477
0.6977 Remote Similarity NPC296697
0.6977 Remote Similarity NPC39157
0.6966 Remote Similarity NPC329866
0.6966 Remote Similarity NPC474797
0.6966 Remote Similarity NPC474796
0.6957 Remote Similarity NPC90965
0.6957 Remote Similarity NPC170793
0.6952 Remote Similarity NPC45365
0.6952 Remote Similarity NPC293299
0.6941 Remote Similarity NPC92327
0.6941 Remote Similarity NPC43300
0.6932 Remote Similarity NPC223187
0.6932 Remote Similarity NPC225467
0.6923 Remote Similarity NPC474001
0.6915 Remote Similarity NPC320514
0.6915 Remote Similarity NPC215474
0.6915 Remote Similarity NPC472239
0.6905 Remote Similarity NPC469662
0.6897 Remote Similarity NPC286814
0.6867 Remote Similarity NPC213152
0.686 Remote Similarity NPC20181
0.686 Remote Similarity NPC220210
0.6848 Remote Similarity NPC470052
0.6848 Remote Similarity NPC82635
0.6848 Remote Similarity NPC469996
0.6804 Remote Similarity NPC166458
0.6786 Remote Similarity NPC202118
0.6786 Remote Similarity NPC165695
0.6786 Remote Similarity NPC197238
0.6782 Remote Similarity NPC310992
0.6782 Remote Similarity NPC188292
0.6782 Remote Similarity NPC260474
0.6771 Remote Similarity NPC214043
0.6771 Remote Similarity NPC85774
0.6747 Remote Similarity NPC127582
0.6744 Remote Similarity NPC96812
0.6744 Remote Similarity NPC39462
0.6744 Remote Similarity NPC168824
0.6744 Remote Similarity NPC107704
0.6744 Remote Similarity NPC189917
0.6742 Remote Similarity NPC181204
0.6742 Remote Similarity NPC5701
0.6742 Remote Similarity NPC21773
0.6739 Remote Similarity NPC91665
0.6737 Remote Similarity NPC3511
0.6737 Remote Similarity NPC283277
0.6737 Remote Similarity NPC193347
0.6737 Remote Similarity NPC472867
0.6737 Remote Similarity NPC142253
0.6735 Remote Similarity NPC93778
0.6727 Remote Similarity NPC328052
0.6706 Remote Similarity NPC285371
0.6706 Remote Similarity NPC475124
0.6706 Remote Similarity NPC212210
0.6705 Remote Similarity NPC477857
0.6705 Remote Similarity NPC256846
0.6705 Remote Similarity NPC138409
0.6701 Remote Similarity NPC469948
0.6701 Remote Similarity NPC147513
0.6701 Remote Similarity NPC152684
0.6701 Remote Similarity NPC29447
0.67 Remote Similarity NPC477288
0.67 Remote Similarity NPC474964
0.6667 Remote Similarity NPC474488
0.6667 Remote Similarity NPC115515
0.6667 Remote Similarity NPC41539
0.6636 Remote Similarity NPC474563
0.6636 Remote Similarity NPC98765
0.6634 Remote Similarity NPC476064
0.6633 Remote Similarity NPC157479
0.6633 Remote Similarity NPC474778
0.6633 Remote Similarity NPC31564
0.6633 Remote Similarity NPC474732
0.6633 Remote Similarity NPC474733
0.6633 Remote Similarity NPC145879
0.6632 Remote Similarity NPC477372
0.6632 Remote Similarity NPC147066
0.663 Remote Similarity NPC474463
0.663 Remote Similarity NPC469796
0.663 Remote Similarity NPC469793
0.6627 Remote Similarity NPC472304
0.6627 Remote Similarity NPC276764
0.6606 Remote Similarity NPC169375
0.6598 Remote Similarity NPC144258
0.6598 Remote Similarity NPC473246
0.6598 Remote Similarity NPC237712
0.6598 Remote Similarity NPC178025
0.6598 Remote Similarity NPC87552
0.6598 Remote Similarity NPC181743
0.6598 Remote Similarity NPC16287
0.6596 Remote Similarity NPC215843
0.6593 Remote Similarity NPC128346
0.6593 Remote Similarity NPC211641
0.6593 Remote Similarity NPC159497
0.6593 Remote Similarity NPC219232
0.6593 Remote Similarity NPC476904
0.6591 Remote Similarity NPC87141
0.6588 Remote Similarity NPC472306
0.6566 Remote Similarity NPC475740
0.6566 Remote Similarity NPC58063
0.6566 Remote Similarity NPC136948
0.6562 Remote Similarity NPC100297
0.6562 Remote Similarity NPC321289
0.6562 Remote Similarity NPC327969
0.6559 Remote Similarity NPC470557
0.6556 Remote Similarity NPC265789
0.6552 Remote Similarity NPC176171
0.6548 Remote Similarity NPC25853
0.6531 Remote Similarity NPC11711
0.6531 Remote Similarity NPC60350
0.6531 Remote Similarity NPC472931
0.6531 Remote Similarity NPC76283
0.6531 Remote Similarity NPC8571
0.6531 Remote Similarity NPC24733
0.6531 Remote Similarity NPC75810
0.6531 Remote Similarity NPC472940
0.6526 Remote Similarity NPC472478
0.6514 Remote Similarity NPC233256
0.6514 Remote Similarity NPC195841
0.6509 Remote Similarity NPC239768
0.6509 Remote Similarity NPC128698
0.6506 Remote Similarity NPC56905
0.6506 Remote Similarity NPC94991
0.6506 Remote Similarity NPC27610
0.6506 Remote Similarity NPC266295
0.6495 Remote Similarity NPC470015
0.6495 Remote Similarity NPC470047
0.6495 Remote Similarity NPC470046
0.6495 Remote Similarity NPC168188
0.6489 Remote Similarity NPC228911
0.6481 Remote Similarity NPC474583
0.6477 Remote Similarity NPC475523
0.6471 Remote Similarity NPC218301
0.6471 Remote Similarity NPC60565
0.6471 Remote Similarity NPC272746
0.6465 Remote Similarity NPC118648
0.6465 Remote Similarity NPC222613
0.6465 Remote Similarity NPC195640

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC249312 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
0.7895 Intermediate Similarity NPD5769 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4747 Approved
0.75 Intermediate Similarity NPD4137 Phase 3
0.7412 Intermediate Similarity NPD4691 Approved
0.7356 Intermediate Similarity NPD5733 Approved
0.7176 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4687 Approved
0.7159 Intermediate Similarity NPD4058 Approved
0.7126 Intermediate Similarity NPD5276 Approved
0.7021 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6938 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6939 Phase 2
0.699 Remote Similarity NPD6404 Discontinued
0.6809 Remote Similarity NPD8028 Phase 2
0.6737 Remote Similarity NPD4221 Approved
0.6737 Remote Similarity NPD4223 Phase 3
0.6729 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5329 Approved
0.6598 Remote Similarity NPD4197 Approved
0.6529 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5771 Approved
0.65 Remote Similarity NPD5737 Approved
0.65 Remote Similarity NPD6672 Approved
0.65 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6465 Remote Similarity NPD4688 Approved
0.6465 Remote Similarity NPD4690 Approved
0.6465 Remote Similarity NPD6684 Approved
0.6465 Remote Similarity NPD4138 Approved
0.6465 Remote Similarity NPD7146 Approved
0.6465 Remote Similarity NPD5330 Approved
0.6465 Remote Similarity NPD7521 Approved
0.6465 Remote Similarity NPD4689 Approved
0.6465 Remote Similarity NPD5205 Approved
0.6465 Remote Similarity NPD4693 Phase 3
0.6465 Remote Similarity NPD7334 Approved
0.6465 Remote Similarity NPD6409 Approved
0.6436 Remote Similarity NPD6673 Approved
0.6436 Remote Similarity NPD6904 Approved
0.6436 Remote Similarity NPD6080 Approved
0.6436 Remote Similarity NPD5328 Approved
0.6429 Remote Similarity NPD3665 Phase 1
0.6429 Remote Similarity NPD4786 Approved
0.6429 Remote Similarity NPD3666 Approved
0.6429 Remote Similarity NPD3133 Approved
0.6373 Remote Similarity NPD4096 Approved
0.6337 Remote Similarity NPD5208 Approved
0.6337 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD4777 Suspended
0.6316 Remote Similarity NPD3617 Approved
0.6316 Remote Similarity NPD4776 Phase 2
0.6311 Remote Similarity NPD6079 Approved
0.63 Remote Similarity NPD3618 Phase 1
0.63 Remote Similarity NPD5280 Approved
0.63 Remote Similarity NPD4694 Approved
0.63 Remote Similarity NPD5690 Phase 2
0.63 Remote Similarity NPD6098 Approved
0.6275 Remote Similarity NPD4753 Phase 2
0.6224 Remote Similarity NPD3667 Approved
0.619 Remote Similarity NPD5707 Approved
0.6176 Remote Similarity NPD4723 Approved
0.6176 Remote Similarity NPD4722 Approved
0.6154 Remote Similarity NPD6050 Approved
0.6154 Remote Similarity NPD5693 Phase 1
0.6139 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5279 Phase 3
0.6132 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6118 Remote Similarity NPD287 Approved
0.61 Remote Similarity NPD3668 Phase 3
0.6095 Remote Similarity NPD4202 Approved
0.6082 Remote Similarity NPD4195 Approved
0.6058 Remote Similarity NPD5207 Approved
0.6058 Remote Similarity NPD5692 Phase 3
0.6038 Remote Similarity NPD6001 Approved
0.602 Remote Similarity NPD4695 Discontinued
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD5694 Approved
0.6 Remote Similarity NPD5284 Approved
0.6 Remote Similarity NPD5281 Approved
0.5981 Remote Similarity NPD5210 Approved
0.5981 Remote Similarity NPD4629 Approved
0.598 Remote Similarity NPD4519 Discontinued
0.598 Remote Similarity NPD4623 Approved
0.5943 Remote Similarity NPD6399 Phase 3
0.5929 Remote Similarity NPD7333 Discontinued
0.5926 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5222 Approved
0.5926 Remote Similarity NPD4697 Phase 3
0.5926 Remote Similarity NPD7614 Phase 1
0.5926 Remote Similarity NPD5221 Approved
0.5926 Remote Similarity NPD7732 Phase 3
0.5922 Remote Similarity NPD3573 Approved
0.5872 Remote Similarity NPD4755 Approved
0.5872 Remote Similarity NPD5173 Approved
0.5851 Remote Similarity NPD4243 Approved
0.5849 Remote Similarity NPD7515 Phase 2
0.5842 Remote Similarity NPD4788 Approved
0.5833 Remote Similarity NPD5695 Phase 3
0.5818 Remote Similarity NPD5696 Approved
0.5816 Remote Similarity NPD1402 Approved
0.581 Remote Similarity NPD7285 Clinical (unspecified phase)
0.58 Remote Similarity NPD4692 Approved
0.58 Remote Similarity NPD4139 Approved
0.5794 Remote Similarity NPD5133 Approved
0.5773 Remote Similarity NPD1346 Approved
0.5772 Remote Similarity NPD6908 Approved
0.5772 Remote Similarity NPD6909 Approved
0.5766 Remote Similarity NPD4700 Approved
0.5766 Remote Similarity NPD4696 Approved
0.5766 Remote Similarity NPD5286 Approved
0.5766 Remote Similarity NPD5285 Approved
0.5758 Remote Similarity NPD7155 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6052 Approved
0.5741 Remote Similarity NPD7900 Approved
0.5741 Remote Similarity NPD7748 Approved
0.5741 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7084 Phase 3
0.5729 Remote Similarity NPD4784 Approved
0.5729 Remote Similarity NPD4785 Approved
0.5726 Remote Similarity NPD6420 Discontinued
0.5714 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD4518 Approved
0.5688 Remote Similarity NPD5654 Approved
0.567 Remote Similarity NPD6942 Approved
0.567 Remote Similarity NPD7339 Approved
0.5664 Remote Similarity NPD4633 Approved
0.5664 Remote Similarity NPD5224 Approved
0.5664 Remote Similarity NPD5211 Phase 2
0.5664 Remote Similarity NPD5091 Approved
0.5664 Remote Similarity NPD5225 Approved
0.5664 Remote Similarity NPD5226 Approved
0.5659 Remote Similarity NPD6914 Discontinued
0.5652 Remote Similarity NPD7128 Approved
0.5652 Remote Similarity NPD6675 Approved
0.5652 Remote Similarity NPD5739 Approved
0.5652 Remote Similarity NPD6402 Approved
0.5625 Remote Similarity NPD8418 Phase 2
0.5614 Remote Similarity NPD5175 Approved
0.5614 Remote Similarity NPD4754 Approved
0.5614 Remote Similarity NPD5174 Approved
0.5603 Remote Similarity NPD6412 Phase 2
0.5603 Remote Similarity NPD6614 Approved

Structure

External Identifiers

PubChem CID   10572798
ChEMBL   CHEMBL514438
ZINC  

Physicochemical Properties

Molecular Weight:  395.32
ALogP:  1.6819
MLogP:  4.21
XLogP:  6.744
# Rotatable Bonds:  6
Polar Surface Area:  29.43
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  29

Download Data

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Similar NPs/Drugs