Natural Product: NPC469793

Natural Product ID:  NPC469793
Common Name:   Globostelletins D
IUPAC Name:   (E,4Z)-4-[(3aS,5aS,9aS,9bS)-3a-methyl-2,7-dioxo-4,5,5a,6,8,9,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-3-ylidene]pent-2-enal
Synonyms:   Globostelletins D
Molecular Formula:   C19H24O3
Standard InCHIKey:  VOQNECNRNGXENR-QLKMDSFNSA-N
Standard InCHI:  InChI=1S/C19H24O3/c1-12(4-3-9-20)18-17(22)11-16-15-6-5-14(21)10-13(15)7-8-19(16,18)2/h3-4,9,13,15-16H,5-8,10-11H2,1-2H3/b4-3+,18-12+/t13-,15-,16-,19-/m0/s1
Canonical SMILES:  O=C/C=C/C(=C/1C(=O)C[C@@H]2[C@]1(C)CC[C@@H]1[C@@H]2CCC(=O)C1)/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
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota PMID[20627740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 7500 nM 19243951
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 31240 nM 21489660
NPT116 Cell Line HL-60 Homo sapiens IC50 = 10 nM 23806014
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 22030 nM 26420067
NPT2 Others Unspecified IC50 = 28770 nM 26420067
NPT179 Cell Line A2780 Homo sapiens IC50 = 9040 nM 26420067
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM Open TG-GATES in vivo data: Biochemistry

  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 NPC469793 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
1.0 High Similarity NPC469796
0.9167 High Similarity NPC474796
0.9167 High Similarity NPC474797
0.9167 High Similarity NPC329866
0.9067 High Similarity NPC170793
0.8947 High Similarity NPC474509
0.8889 High Similarity NPC54123
0.875 High Similarity NPC251929
0.875 High Similarity NPC265782
0.875 High Similarity NPC2634
0.8732 High Similarity NPC155198
0.8611 High Similarity NPC139397
0.8571 High Similarity NPC90965
0.8571 High Similarity NPC268039
0.8533 High Similarity NPC473171
0.8514 High Similarity NPC303613
0.8514 High Similarity NPC251705
0.8514 High Similarity NPC474228
0.8493 Intermediate Similarity NPC260040
0.8493 Intermediate Similarity NPC307176
0.8442 Intermediate Similarity NPC228911
0.8421 Intermediate Similarity NPC69408
0.84 Intermediate Similarity NPC309852
0.8378 Intermediate Similarity NPC234707
0.8378 Intermediate Similarity NPC305501
0.8378 Intermediate Similarity NPC474562
0.8378 Intermediate Similarity NPC470078
0.8378 Intermediate Similarity NPC115023
0.8375 Intermediate Similarity NPC474976
0.8375 Intermediate Similarity NPC474790
0.8333 Intermediate Similarity NPC4370
0.8333 Intermediate Similarity NPC290350
0.8289 Intermediate Similarity NPC255650
0.8289 Intermediate Similarity NPC293803
0.8267 Intermediate Similarity NPC470045
0.8267 Intermediate Similarity NPC470044
0.825 Intermediate Similarity NPC469804
0.825 Intermediate Similarity NPC469806
0.825 Intermediate Similarity NPC469799
0.825 Intermediate Similarity NPC469805
0.8243 Intermediate Similarity NPC35734
0.8243 Intermediate Similarity NPC159577
0.8243 Intermediate Similarity NPC282593
0.8228 Intermediate Similarity NPC469798
0.8228 Intermediate Similarity NPC469797
0.8219 Intermediate Similarity NPC188292
0.8219 Intermediate Similarity NPC310992
0.8219 Intermediate Similarity NPC260474
0.8205 Intermediate Similarity NPC115515
0.8194 Intermediate Similarity NPC323005
0.8169 Intermediate Similarity NPC169275
0.8169 Intermediate Similarity NPC212210
0.8169 Intermediate Similarity NPC52449
0.8158 Intermediate Similarity NPC255021
0.8158 Intermediate Similarity NPC219232
0.8158 Intermediate Similarity NPC211641
0.8158 Intermediate Similarity NPC128346
0.8158 Intermediate Similarity NPC159497
0.8148 Intermediate Similarity NPC3856
0.8148 Intermediate Similarity NPC279639
0.8133 Intermediate Similarity NPC181204
0.8133 Intermediate Similarity NPC5701
0.8133 Intermediate Similarity NPC304983
0.8108 Intermediate Similarity NPC182815
0.8108 Intermediate Similarity NPC256846
0.8082 Intermediate Similarity NPC193770
0.8072 Intermediate Similarity NPC168248
0.8056 Intermediate Similarity NPC251118
0.8025 Intermediate Similarity NPC94200
0.8 Intermediate Similarity NPC40574
0.8 Intermediate Similarity NPC474844
0.7976 Intermediate Similarity NPC141292
0.7975 Intermediate Similarity NPC82635
0.7973 Intermediate Similarity NPC87141
0.7973 Intermediate Similarity NPC20610
0.7945 Intermediate Similarity NPC92327
0.7927 Intermediate Similarity NPC118423
0.7917 Intermediate Similarity NPC469662
0.7907 Intermediate Similarity NPC474842
0.7907 Intermediate Similarity NPC475965
0.7882 Intermediate Similarity NPC292491
0.7882 Intermediate Similarity NPC310752
0.7867 Intermediate Similarity NPC162867
0.7867 Intermediate Similarity NPC61702
0.7865 Intermediate Similarity NPC151725
0.7865 Intermediate Similarity NPC106425
0.7865 Intermediate Similarity NPC122324
0.7857 Intermediate Similarity NPC259261
0.7838 Intermediate Similarity NPC176107
0.7838 Intermediate Similarity NPC475523
0.7805 Intermediate Similarity NPC142683
0.7805 Intermediate Similarity NPC268122
0.7778 Intermediate Similarity NPC165695
0.7778 Intermediate Similarity NPC197238
0.7778 Intermediate Similarity NPC202118
0.7778 Intermediate Similarity NPC288253
0.7778 Intermediate Similarity NPC472478
0.7765 Intermediate Similarity NPC93778
0.7765 Intermediate Similarity NPC476293
0.7765 Intermediate Similarity NPC75315
0.7765 Intermediate Similarity NPC136548
0.7765 Intermediate Similarity NPC163016
0.7763 Intermediate Similarity NPC214770
0.7763 Intermediate Similarity NPC477856
0.775 Intermediate Similarity NPC470052
0.7746 Intermediate Similarity NPC25853
0.7746 Intermediate Similarity NPC127582
0.7738 Intermediate Similarity NPC33881
0.7727 Intermediate Similarity NPC250575
0.7722 Intermediate Similarity NPC474463
0.7722 Intermediate Similarity NPC19907
0.7714 Intermediate Similarity NPC60772
0.7714 Intermediate Similarity NPC94991
0.7714 Intermediate Similarity NPC266295
0.7711 Intermediate Similarity NPC470165
0.7703 Intermediate Similarity NPC176171
0.7692 Intermediate Similarity NPC20025
0.7683 Intermediate Similarity NPC4166
0.7683 Intermediate Similarity NPC121984
0.7683 Intermediate Similarity NPC90055
0.7671 Intermediate Similarity NPC475124
0.7671 Intermediate Similarity NPC285371
0.7662 Intermediate Similarity NPC190035
0.7662 Intermediate Similarity NPC225467
0.764 Intermediate Similarity NPC299100
0.7639 Intermediate Similarity NPC60565
0.7639 Intermediate Similarity NPC213152
0.7632 Intermediate Similarity NPC477857
0.7625 Intermediate Similarity NPC470557
0.7625 Intermediate Similarity NPC91665
0.7619 Intermediate Similarity NPC161423
0.7619 Intermediate Similarity NPC227064
0.7619 Intermediate Similarity NPC87552
0.7619 Intermediate Similarity NPC237712
0.7619 Intermediate Similarity NPC58841
0.7619 Intermediate Similarity NPC85774
0.7619 Intermediate Similarity NPC329043
0.7619 Intermediate Similarity NPC321187
0.7619 Intermediate Similarity NPC214043
0.7614 Intermediate Similarity NPC473986
0.7614 Intermediate Similarity NPC474018
0.7609 Intermediate Similarity NPC35751
0.7606 Intermediate Similarity NPC276764
0.7606 Intermediate Similarity NPC472304
0.7595 Intermediate Similarity NPC476346
0.759 Intermediate Similarity NPC311092
0.759 Intermediate Similarity NPC472239
0.759 Intermediate Similarity NPC100297
0.7571 Intermediate Similarity NPC115385
0.7568 Intermediate Similarity NPC183422
0.7558 Intermediate Similarity NPC58063
0.7556 Intermediate Similarity NPC180950
0.7534 Intermediate Similarity NPC472306
0.7534 Intermediate Similarity NPC32285
0.7531 Intermediate Similarity NPC469996
0.7531 Intermediate Similarity NPC189485
0.7531 Intermediate Similarity NPC59436
0.7529 Intermediate Similarity NPC323765
0.7529 Intermediate Similarity NPC469948
0.7529 Intermediate Similarity NPC29447
0.75 Intermediate Similarity NPC1254
0.75 Intermediate Similarity NPC41539
0.75 Intermediate Similarity NPC129913
0.75 Intermediate Similarity NPC191684
0.7473 Intermediate Similarity NPC301534
0.7473 Intermediate Similarity NPC250757
0.7465 Intermediate Similarity NPC56905
0.7465 Intermediate Similarity NPC30215
0.7465 Intermediate Similarity NPC27610
0.7465 Intermediate Similarity NPC311852
0.7444 Intermediate Similarity NPC473435
0.7444 Intermediate Similarity NPC471078
0.7444 Intermediate Similarity NPC473431
0.7444 Intermediate Similarity NPC474690
0.7444 Intermediate Similarity NPC473280
0.7442 Intermediate Similarity NPC474732
0.7442 Intermediate Similarity NPC31564
0.7442 Intermediate Similarity NPC222613
0.7442 Intermediate Similarity NPC327115
0.7442 Intermediate Similarity NPC145879
0.7442 Intermediate Similarity NPC474778
0.7442 Intermediate Similarity NPC475022
0.7442 Intermediate Similarity NPC474733
0.7442 Intermediate Similarity NPC195640
0.7442 Intermediate Similarity NPC118648
0.7439 Intermediate Similarity NPC27817
0.7439 Intermediate Similarity NPC474113
0.7439 Intermediate Similarity NPC190211
0.7439 Intermediate Similarity NPC476177
0.7439 Intermediate Similarity NPC472490
0.7436 Intermediate Similarity NPC133253
0.7436 Intermediate Similarity NPC223187
0.7436 Intermediate Similarity NPC21944
0.7432 Intermediate Similarity NPC473902
0.7432 Intermediate Similarity NPC4638
0.7416 Intermediate Similarity NPC19114
0.7416 Intermediate Similarity NPC218301
0.7416 Intermediate Similarity NPC272746
0.7412 Intermediate Similarity NPC181743
0.7412 Intermediate Similarity NPC16287

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469793 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
0.9167 High Similarity NPD4058 Approved
0.875 High Similarity NPD4691 Approved
0.8649 High Similarity NPD4687 Approved
0.8611 High Similarity NPD4137 Phase 3
0.8493 Intermediate Similarity NPD4747 Approved
0.84 Intermediate Similarity NPD5733 Approved
0.8378 Intermediate Similarity NPD5276 Approved
0.7973 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3665 Phase 1
0.7619 Intermediate Similarity NPD3133 Approved
0.7619 Intermediate Similarity NPD3666 Approved
0.7442 Intermediate Similarity NPD7334 Approved
0.7442 Intermediate Similarity NPD7146 Approved
0.7442 Intermediate Similarity NPD3618 Phase 1
0.7442 Intermediate Similarity NPD5279 Phase 3
0.7442 Intermediate Similarity NPD6409 Approved
0.7442 Intermediate Similarity NPD7521 Approved
0.7442 Intermediate Similarity NPD6684 Approved
0.7442 Intermediate Similarity NPD5330 Approved
0.7416 Intermediate Similarity NPD6079 Approved
0.7381 Intermediate Similarity NPD3667 Approved
0.7381 Intermediate Similarity NPD4221 Approved
0.7381 Intermediate Similarity NPD4223 Phase 3
0.7273 Intermediate Similarity NPD6672 Approved
0.7273 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5737 Approved
0.7273 Intermediate Similarity NPD6903 Approved
0.7241 Intermediate Similarity NPD4694 Approved
0.7241 Intermediate Similarity NPD5690 Phase 2
0.7241 Intermediate Similarity NPD5280 Approved
0.7209 Intermediate Similarity NPD4197 Approved
0.7209 Intermediate Similarity NPD3668 Phase 3
0.7209 Intermediate Similarity NPD4786 Approved
0.7191 Intermediate Similarity NPD4753 Phase 2
0.7191 Intermediate Similarity NPD5328 Approved
0.7174 Intermediate Similarity NPD4629 Approved
0.7174 Intermediate Similarity NPD5210 Approved
0.7126 Intermediate Similarity NPD5329 Approved
0.7111 Intermediate Similarity NPD5207 Approved
0.7108 Intermediate Similarity NPD3617 Approved
0.7097 Intermediate Similarity NPD5222 Approved
0.7097 Intermediate Similarity NPD5221 Approved
0.7097 Intermediate Similarity NPD4697 Phase 3
0.7097 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD5205 Approved
0.7045 Intermediate Similarity NPD4690 Approved
0.7045 Intermediate Similarity NPD4689 Approved
0.7045 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4693 Phase 3
0.7045 Intermediate Similarity NPD4688 Approved
0.7045 Intermediate Similarity NPD4138 Approved
0.7033 Intermediate Similarity NPD5281 Approved
0.7033 Intermediate Similarity NPD5694 Approved
0.7033 Intermediate Similarity NPD5284 Approved
0.7024 Intermediate Similarity NPD4195 Approved
0.7021 Intermediate Similarity NPD5173 Approved
0.6986 Remote Similarity NPD287 Approved
0.6977 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4202 Approved
0.6941 Remote Similarity NPD4695 Discontinued
0.6923 Remote Similarity NPD5692 Phase 3
0.6897 Remote Similarity NPD4788 Approved
0.6889 Remote Similarity NPD5208 Approved
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD4696 Approved
0.686 Remote Similarity NPD8028 Phase 2
0.6854 Remote Similarity NPD4519 Discontinued
0.6854 Remote Similarity NPD4623 Approved
0.6848 Remote Similarity NPD6050 Approved
0.6813 Remote Similarity NPD6673 Approved
0.6813 Remote Similarity NPD6080 Approved
0.6813 Remote Similarity NPD6904 Approved
0.6804 Remote Similarity NPD5223 Approved
0.6778 Remote Similarity NPD3573 Approved
0.6739 Remote Similarity NPD4096 Approved
0.6735 Remote Similarity NPD5226 Approved
0.6735 Remote Similarity NPD5224 Approved
0.6735 Remote Similarity NPD5225 Approved
0.6735 Remote Similarity NPD4633 Approved
0.6735 Remote Similarity NPD5211 Phase 2
0.6703 Remote Similarity NPD4518 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6098 Approved
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD7143 Approved
0.6667 Remote Similarity NPD5693 Phase 1
0.6632 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6632 Remote Similarity NPD5695 Phase 3
0.66 Remote Similarity NPD5141 Approved
0.6598 Remote Similarity NPD5696 Approved
0.6596 Remote Similarity NPD5133 Approved
0.6596 Remote Similarity NPD6399 Phase 3
0.6585 Remote Similarity NPD7150 Approved
0.6585 Remote Similarity NPD7152 Approved
0.6585 Remote Similarity NPD7151 Approved
0.6556 Remote Similarity NPD1694 Approved
0.6552 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6923 Approved
0.6543 Remote Similarity NPD6922 Approved
0.6531 Remote Similarity NPD4700 Approved
0.6526 Remote Similarity NPD6001 Approved
0.6495 Remote Similarity NPD3495 Discontinued
0.6489 Remote Similarity NPD7515 Phase 2
0.6471 Remote Similarity NPD5697 Approved
0.6458 Remote Similarity NPD5654 Approved
0.6452 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6926 Approved
0.6429 Remote Similarity NPD6924 Approved
0.6408 Remote Similarity NPD4729 Approved
0.6408 Remote Similarity NPD6881 Approved
0.6408 Remote Similarity NPD5168 Approved
0.6408 Remote Similarity NPD6899 Approved
0.6408 Remote Similarity NPD6011 Approved
0.6408 Remote Similarity NPD4730 Approved
0.64 Remote Similarity NPD5091 Approved
0.6395 Remote Similarity NPD6932 Approved
0.6354 Remote Similarity NPD7900 Approved
0.6354 Remote Similarity NPD7748 Approved
0.6354 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6013 Approved
0.6346 Remote Similarity NPD6014 Approved
0.6346 Remote Similarity NPD6012 Approved
0.6337 Remote Similarity NPD4754 Approved
0.6327 Remote Similarity NPD5959 Approved
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6322 Remote Similarity NPD7145 Approved
0.6292 Remote Similarity NPD4692 Approved
0.6292 Remote Similarity NPD4139 Approved
0.6286 Remote Similarity NPD5135 Approved
0.6286 Remote Similarity NPD6883 Approved
0.6286 Remote Similarity NPD5248 Approved
0.6286 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4634 Approved
0.6286 Remote Similarity NPD5251 Approved
0.6286 Remote Similarity NPD5250 Approved
0.6286 Remote Similarity NPD5247 Approved
0.6286 Remote Similarity NPD5249 Phase 3
0.6286 Remote Similarity NPD7290 Approved
0.6286 Remote Similarity NPD5169 Approved
0.6286 Remote Similarity NPD7102 Approved
0.6279 Remote Similarity NPD6933 Approved
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6858 Approved
0.6262 Remote Similarity NPD7094 Approved
0.625 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD7631 Approved
0.625 Remote Similarity NPD5128 Approved
0.6226 Remote Similarity NPD6650 Approved
0.6226 Remote Similarity NPD5217 Approved
0.6226 Remote Similarity NPD6617 Approved
0.6226 Remote Similarity NPD8130 Phase 1
0.6226 Remote Similarity NPD5215 Approved
0.6226 Remote Similarity NPD5216 Approved
0.6226 Remote Similarity NPD6649 Approved
0.6226 Remote Similarity NPD6869 Approved
0.6226 Remote Similarity NPD5127 Approved
0.6226 Remote Similarity NPD6847 Approved
0.6222 Remote Similarity NPD5209 Approved
0.6214 Remote Similarity NPD6008 Approved
0.6214 Remote Similarity NPD4768 Approved
0.6214 Remote Similarity NPD6675 Approved
0.6214 Remote Similarity NPD7128 Approved
0.6214 Remote Similarity NPD4767 Approved
0.6214 Remote Similarity NPD5739 Approved
0.6214 Remote Similarity NPD6402 Approved
0.6207 Remote Similarity NPD5776 Phase 2
0.6207 Remote Similarity NPD6925 Approved
0.62 Remote Similarity NPD6404 Discontinued
0.6196 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6196 Remote Similarity NPD1696 Phase 3
0.618 Remote Similarity NPD7514 Phase 3
0.6168 Remote Similarity NPD6882 Approved
0.6168 Remote Similarity NPD8297 Approved
0.6163 Remote Similarity NPD7339 Approved
0.6163 Remote Similarity NPD8039 Approved
0.6163 Remote Similarity NPD6942 Approved
0.6162 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD5701 Approved
0.6154 Remote Similarity NPD6412 Phase 2
0.6154 Remote Similarity NPD6614 Approved
0.6146 Remote Similarity NPD7637 Suspended
0.6146 Remote Similarity NPD7609 Phase 3
0.6136 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6902 Approved
0.6111 Remote Similarity NPD4632 Approved
0.61 Remote Similarity NPD5290 Discontinued
0.61 Remote Similarity NPD7638 Approved
0.6095 Remote Similarity NPD7320 Approved
0.6082 Remote Similarity NPD1508 Approved
0.6076 Remote Similarity NPD4192 Approved
0.6076 Remote Similarity NPD4191 Approved
0.6076 Remote Similarity NPD4193 Approved
0.6076 Remote Similarity NPD4194 Approved
0.6067 Remote Similarity NPD6683 Phase 2

Structure

External Identifiers

PubChem CID   49799194
ChEMBL   CHEMBL1172751
ZINC  

Physicochemical Properties

Molecular Weight:  300.17
ALogP:  0.6634
MLogP:  3.22
XLogP:  2.122
# Rotatable Bonds:  4
Polar Surface Area:  51.21
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  22

Download Data

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Biological Activities  
Similar NPs/Drugs