Natural Product: NPC622

Natural Product ID:  NPC622
Common Name:   Chandonanone A
IUPAC Name:   [(1R,6R,10S,14S)-6,10,14-trimethyl-2,9-dioxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadecan-6-yl] acetate
Synonyms:  
Molecular Formula:   C22H34O5
Standard InCHIKey:  VLTIKKJYNDMBON-RWXMBLCBSA-N
Standard InCHI:  InChI=1S/C22H34O5/c1-14(2)17-9-12-21(5,26-16(4)23)13-10-18(24)15(3)8-7-11-22(6)20(27-22)19(17)25/h15,20H,7-13H2,1-6H3/t15-,20-,21+,22-/m0/s1
Canonical SMILES:  CC(=O)O[C@@]1(C)CCC(=O)[C@@H](C)CCC[C@]2([C@H](C(=O)C(=C(C)C)CC1)O2)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
NPO11601 Chandonanthus hirtellus Species Anastrophyllaceae Eukaryota China PMID[24491225]
NPO32786 chandonanthus birmensis Species Anastrophyllaceae Eukaryota China PMID[24491225]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 = 17200 nM 26356746
NPT90 Cell Line DU-145 Homo sapiens IC50 = 43700 nM 23268606
NPT2452 Cell Line NCI-H292 IC50 = 21400 nM 15104488
NPT306 Cell Line PC-3 Homo sapiens IC50 = 24300 nM 17896816
NPT2 Others Unspecified IC50 = 24500 nM 15646539
NPT81 Cell Line A549 Homo sapiens IC50 = 31100 nM 18183025
NPT2 Others Unspecified IC50 = 23100 nM 18676884

  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 NPC622 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 NPC276647
0.9221 High Similarity NPC286229
0.9211 High Similarity NPC471740
0.878 High Similarity NPC471739
0.878 High Similarity NPC197333
0.8415 Intermediate Similarity NPC120726
0.8415 Intermediate Similarity NPC32565
0.8333 Intermediate Similarity NPC471738
0.8235 Intermediate Similarity NPC475902
0.8161 Intermediate Similarity NPC20713
0.8026 Intermediate Similarity NPC477449
0.8026 Intermediate Similarity NPC477448
0.8 Intermediate Similarity NPC476275
0.7841 Intermediate Similarity NPC469718
0.7841 Intermediate Similarity NPC329857
0.7816 Intermediate Similarity NPC475906
0.7816 Intermediate Similarity NPC469628
0.7816 Intermediate Similarity NPC469631
0.7816 Intermediate Similarity NPC469653
0.7816 Intermediate Similarity NPC471047
0.7802 Intermediate Similarity NPC477354
0.7791 Intermediate Similarity NPC38576
0.7791 Intermediate Similarity NPC279859
0.7711 Intermediate Similarity NPC223904
0.7692 Intermediate Similarity NPC475310
0.7667 Intermediate Similarity NPC477361
0.7667 Intermediate Similarity NPC202824
0.7654 Intermediate Similarity NPC474527
0.7654 Intermediate Similarity NPC471726
0.7647 Intermediate Similarity NPC475622
0.7647 Intermediate Similarity NPC475989
0.7647 Intermediate Similarity NPC108045
0.759 Intermediate Similarity NPC268502
0.759 Intermediate Similarity NPC254996
0.7586 Intermediate Similarity NPC475491
0.7586 Intermediate Similarity NPC469676
0.7586 Intermediate Similarity NPC469626
0.7553 Intermediate Similarity NPC469551
0.7531 Intermediate Similarity NPC475861
0.75 Intermediate Similarity NPC474947
0.75 Intermediate Similarity NPC304795
0.75 Intermediate Similarity NPC474490
0.75 Intermediate Similarity NPC475703
0.7474 Intermediate Similarity NPC264477
0.7474 Intermediate Similarity NPC477356
0.7474 Intermediate Similarity NPC477511
0.7473 Intermediate Similarity NPC165383
0.7471 Intermediate Similarity NPC474547
0.7471 Intermediate Similarity NPC290329
0.7471 Intermediate Similarity NPC472686
0.7471 Intermediate Similarity NPC96621
0.7449 Intermediate Similarity NPC474716
0.7447 Intermediate Similarity NPC477355
0.7442 Intermediate Similarity NPC272814
0.7442 Intermediate Similarity NPC170377
0.7442 Intermediate Similarity NPC53867
0.7442 Intermediate Similarity NPC474703
0.7419 Intermediate Similarity NPC472674
0.7419 Intermediate Similarity NPC121036
0.7419 Intermediate Similarity NPC17585
0.7412 Intermediate Similarity NPC79277
0.7412 Intermediate Similarity NPC141810
0.7412 Intermediate Similarity NPC475481
0.7407 Intermediate Similarity NPC469641
0.7407 Intermediate Similarity NPC469643
0.7391 Intermediate Similarity NPC477439
0.7391 Intermediate Similarity NPC140543
0.7391 Intermediate Similarity NPC469632
0.7391 Intermediate Similarity NPC148463
0.7386 Intermediate Similarity NPC261721
0.7381 Intermediate Similarity NPC469620
0.7381 Intermediate Similarity NPC617
0.7356 Intermediate Similarity NPC475796
0.7349 Intermediate Similarity NPC476264
0.7349 Intermediate Similarity NPC476325
0.7342 Intermediate Similarity NPC261398
0.734 Intermediate Similarity NPC87090
0.7333 Intermediate Similarity NPC475971
0.7333 Intermediate Similarity NPC280833
0.7333 Intermediate Similarity NPC166919
0.7317 Intermediate Similarity NPC474419
0.7312 Intermediate Similarity NPC477438
0.7312 Intermediate Similarity NPC31021
0.7312 Intermediate Similarity NPC477437
0.7303 Intermediate Similarity NPC231889
0.7303 Intermediate Similarity NPC72513
0.7303 Intermediate Similarity NPC266957
0.7292 Intermediate Similarity NPC472753
0.7292 Intermediate Similarity NPC128733
0.7292 Intermediate Similarity NPC164598
0.7292 Intermediate Similarity NPC185141
0.7292 Intermediate Similarity NPC133907
0.7292 Intermediate Similarity NPC46998
0.7292 Intermediate Similarity NPC201718
0.7292 Intermediate Similarity NPC474339
0.7292 Intermediate Similarity NPC110443
0.7292 Intermediate Similarity NPC476270
0.7283 Intermediate Similarity NPC477436
0.7283 Intermediate Similarity NPC477435
0.7263 Intermediate Similarity NPC54843
0.7263 Intermediate Similarity NPC264378
0.7253 Intermediate Similarity NPC62815
0.7253 Intermediate Similarity NPC475748
0.7253 Intermediate Similarity NPC65359
0.7245 Intermediate Similarity NPC477510
0.7245 Intermediate Similarity NPC471143
0.7245 Intermediate Similarity NPC474741
0.7241 Intermediate Similarity NPC1761
0.7241 Intermediate Similarity NPC475842
0.7241 Intermediate Similarity NPC52609
0.7229 Intermediate Similarity NPC59602
0.7229 Intermediate Similarity NPC226242
0.7229 Intermediate Similarity NPC152754
0.7229 Intermediate Similarity NPC476987
0.7222 Intermediate Similarity NPC472008
0.7216 Intermediate Similarity NPC472754
0.7216 Intermediate Similarity NPC118405
0.7209 Intermediate Similarity NPC471325
0.7209 Intermediate Similarity NPC35089
0.7209 Intermediate Similarity NPC10276
0.7209 Intermediate Similarity NPC39411
0.7209 Intermediate Similarity NPC255580
0.7204 Intermediate Similarity NPC121825
0.7204 Intermediate Similarity NPC476267
0.7195 Intermediate Similarity NPC167049
0.7195 Intermediate Similarity NPC474551
0.7195 Intermediate Similarity NPC469691
0.7195 Intermediate Similarity NPC330016
0.7191 Intermediate Similarity NPC261253
0.7191 Intermediate Similarity NPC104961
0.7191 Intermediate Similarity NPC474045
0.7191 Intermediate Similarity NPC70555
0.7191 Intermediate Similarity NPC70422
0.7188 Intermediate Similarity NPC477512
0.7176 Intermediate Similarity NPC469608
0.7176 Intermediate Similarity NPC469690
0.7174 Intermediate Similarity NPC261607
0.7174 Intermediate Similarity NPC70595
0.7174 Intermediate Similarity NPC469627
0.7174 Intermediate Similarity NPC300312
0.7174 Intermediate Similarity NPC150978
0.7174 Intermediate Similarity NPC74103
0.7174 Intermediate Similarity NPC111114
0.7174 Intermediate Similarity NPC219874
0.7174 Intermediate Similarity NPC123177
0.7159 Intermediate Similarity NPC60951
0.7159 Intermediate Similarity NPC72464
0.7159 Intermediate Similarity NPC471343
0.7159 Intermediate Similarity NPC475193
0.7159 Intermediate Similarity NPC120158
0.7158 Intermediate Similarity NPC216904
0.7158 Intermediate Similarity NPC471140
0.7157 Intermediate Similarity NPC475495
0.7143 Intermediate Similarity NPC476794
0.7143 Intermediate Similarity NPC472755
0.7143 Intermediate Similarity NPC122847
0.7143 Intermediate Similarity NPC195785
0.7143 Intermediate Similarity NPC15975
0.7143 Intermediate Similarity NPC151770
0.7143 Intermediate Similarity NPC470240
0.7128 Intermediate Similarity NPC470978
0.7128 Intermediate Similarity NPC470974
0.7126 Intermediate Similarity NPC471326
0.7126 Intermediate Similarity NPC35556
0.7126 Intermediate Similarity NPC173609
0.7126 Intermediate Similarity NPC475936
0.7126 Intermediate Similarity NPC221231
0.7126 Intermediate Similarity NPC85772
0.7113 Intermediate Similarity NPC47880
0.7113 Intermediate Similarity NPC474742
0.7111 Intermediate Similarity NPC179659
0.7111 Intermediate Similarity NPC472007
0.7108 Intermediate Similarity NPC469669
0.7108 Intermediate Similarity NPC469678
0.7108 Intermediate Similarity NPC475771
0.7108 Intermediate Similarity NPC244166
0.7108 Intermediate Similarity NPC324762
0.71 Intermediate Similarity NPC477513
0.71 Intermediate Similarity NPC469558
0.7097 Intermediate Similarity NPC469692
0.7097 Intermediate Similarity NPC475302
0.7097 Intermediate Similarity NPC469645
0.7097 Intermediate Similarity NPC248193
0.7097 Intermediate Similarity NPC476598
0.7097 Intermediate Similarity NPC476597
0.7093 Intermediate Similarity NPC103634
0.7093 Intermediate Similarity NPC474510
0.7087 Intermediate Similarity NPC475277
0.7087 Intermediate Similarity NPC473522
0.7087 Intermediate Similarity NPC477093
0.7083 Intermediate Similarity NPC275439
0.7083 Intermediate Similarity NPC470188
0.7083 Intermediate Similarity NPC112753
0.7079 Intermediate Similarity NPC90287
0.7079 Intermediate Similarity NPC261380
0.7073 Intermediate Similarity NPC238425
0.7073 Intermediate Similarity NPC472018
0.7073 Intermediate Similarity NPC167145
0.7073 Intermediate Similarity NPC474543
0.7071 Intermediate Similarity NPC472756

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC622 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
0.7051 Intermediate Similarity NPD7341 Phase 2
0.7011 Intermediate Similarity NPD5369 Approved
0.6932 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6889 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6848 Remote Similarity NPD5737 Approved
0.6848 Remote Similarity NPD6672 Approved
0.6813 Remote Similarity NPD5786 Approved
0.6774 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6101 Approved
0.6771 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD5282 Discontinued
0.6632 Remote Similarity NPD6411 Approved
0.6625 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6596 Remote Similarity NPD6673 Approved
0.6596 Remote Similarity NPD6080 Approved
0.6596 Remote Similarity NPD6904 Approved
0.6562 Remote Similarity NPD5779 Approved
0.6562 Remote Similarity NPD5778 Approved
0.6556 Remote Similarity NPD4269 Approved
0.6556 Remote Similarity NPD4270 Approved
0.6556 Remote Similarity NPD6435 Approved
0.6543 Remote Similarity NPD7331 Phase 2
0.6543 Remote Similarity NPD3704 Approved
0.6526 Remote Similarity NPD5785 Approved
0.6526 Remote Similarity NPD6698 Approved
0.6526 Remote Similarity NPD46 Approved
0.6505 Remote Similarity NPD6008 Approved
0.6505 Remote Similarity NPD6402 Approved
0.6505 Remote Similarity NPD6675 Approved
0.6505 Remote Similarity NPD5739 Approved
0.6505 Remote Similarity NPD7128 Approved
0.6476 Remote Similarity NPD6372 Approved
0.6476 Remote Similarity NPD6373 Approved
0.6465 Remote Similarity NPD6083 Phase 2
0.6465 Remote Similarity NPD6084 Phase 2
0.6458 Remote Similarity NPD6050 Approved
0.6458 Remote Similarity NPD7983 Approved
0.6452 Remote Similarity NPD7521 Approved
0.6452 Remote Similarity NPD7334 Approved
0.6452 Remote Similarity NPD6409 Approved
0.6452 Remote Similarity NPD5330 Approved
0.6452 Remote Similarity NPD6684 Approved
0.6452 Remote Similarity NPD7146 Approved
0.6442 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5695 Phase 3
0.6421 Remote Similarity NPD1695 Approved
0.64 Remote Similarity NPD5696 Approved
0.6381 Remote Similarity NPD7320 Approved
0.6381 Remote Similarity NPD6899 Approved
0.6381 Remote Similarity NPD6881 Approved
0.6374 Remote Similarity NPD5209 Approved
0.6355 Remote Similarity NPD6650 Approved
0.6355 Remote Similarity NPD6649 Approved
0.6354 Remote Similarity NPD5692 Phase 3
0.6344 Remote Similarity NPD1694 Approved
0.6341 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5368 Approved
0.6333 Remote Similarity NPD4252 Approved
0.6327 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7900 Approved
0.6316 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7154 Phase 3
0.6289 Remote Similarity NPD5693 Phase 1
0.6289 Remote Similarity NPD5694 Approved
0.6286 Remote Similarity NPD5697 Approved
0.6286 Remote Similarity NPD5701 Approved
0.6277 Remote Similarity NPD6098 Approved
0.6277 Remote Similarity NPD6422 Discontinued
0.6263 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6262 Remote Similarity NPD7102 Approved
0.6262 Remote Similarity NPD6371 Approved
0.6262 Remote Similarity NPD7290 Approved
0.6262 Remote Similarity NPD6883 Approved
0.6226 Remote Similarity NPD6011 Approved
0.6224 Remote Similarity NPD6399 Phase 3
0.6211 Remote Similarity NPD3573 Approved
0.6204 Remote Similarity NPD6869 Approved
0.6204 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6847 Approved
0.6204 Remote Similarity NPD8130 Phase 1
0.6204 Remote Similarity NPD6617 Approved
0.62 Remote Similarity NPD7839 Suspended
0.6196 Remote Similarity NPD4752 Clinical (unspecified phase)
0.618 Remote Similarity NPD4756 Discovery
0.6168 Remote Similarity NPD6014 Approved
0.6168 Remote Similarity NPD6012 Approved
0.6168 Remote Similarity NPD6013 Approved
0.6162 Remote Similarity NPD7748 Approved
0.6147 Remote Similarity NPD8297 Approved
0.6147 Remote Similarity NPD6882 Approved
0.6139 Remote Similarity NPD7902 Approved
0.6139 Remote Similarity NPD5959 Approved
0.6129 Remote Similarity NPD5362 Discontinued
0.61 Remote Similarity NPD5654 Approved
0.6087 Remote Similarity NPD8080 Discontinued
0.6082 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7115 Discovery
0.602 Remote Similarity NPD7838 Discovery
0.5978 Remote Similarity NPD4695 Discontinued
0.5976 Remote Similarity NPD2664 Clinical (unspecified phase)
0.596 Remote Similarity NPD7515 Phase 2
0.5955 Remote Similarity NPD8039 Approved
0.5934 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5370 Suspended
0.5913 Remote Similarity NPD6319 Approved
0.5904 Remote Similarity NPD3197 Phase 1
0.5897 Remote Similarity NPD8328 Phase 3
0.5882 Remote Similarity NPD4697 Phase 3
0.5877 Remote Similarity NPD6335 Approved
0.5862 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5207 Approved
0.5847 Remote Similarity NPD7492 Approved
0.5842 Remote Similarity NPD6001 Approved
0.5841 Remote Similarity NPD6274 Approved
0.5841 Remote Similarity NPD6868 Approved
0.5833 Remote Similarity NPD6614 Approved
0.5833 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5826 Remote Similarity NPD7101 Approved
0.5826 Remote Similarity NPD7100 Approved
0.5825 Remote Similarity NPD4755 Approved
0.5816 Remote Similarity NPD5208 Approved
0.5806 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4822 Approved
0.5806 Remote Similarity NPD4820 Approved
0.5806 Remote Similarity NPD4819 Approved
0.5806 Remote Similarity NPD4821 Approved
0.58 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5798 Remote Similarity NPD6616 Approved
0.5789 Remote Similarity NPD6110 Phase 1
0.5789 Remote Similarity NPD6317 Approved
0.578 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6054 Approved
0.5776 Remote Similarity NPD6059 Approved
0.5773 Remote Similarity NPD5279 Phase 3
0.5773 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5769 Remote Similarity NPD4225 Approved
0.5763 Remote Similarity NPD7642 Approved
0.5763 Remote Similarity NPD7604 Phase 2
0.5761 Remote Similarity NPD4802 Phase 2
0.5761 Remote Similarity NPD3617 Approved
0.5761 Remote Similarity NPD4238 Approved
0.5758 Remote Similarity NPD5328 Approved
0.5758 Remote Similarity NPD4753 Phase 2
0.575 Remote Similarity NPD8293 Discontinued
0.575 Remote Similarity NPD7078 Approved
0.5739 Remote Similarity NPD6314 Approved
0.5739 Remote Similarity NPD6313 Approved
0.5728 Remote Similarity NPD5221 Approved
0.5728 Remote Similarity NPD5222 Approved
0.5728 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7732 Phase 3
0.5726 Remote Similarity NPD6909 Approved
0.5726 Remote Similarity NPD6908 Approved
0.5714 Remote Similarity NPD7909 Approved
0.5714 Remote Similarity NPD6053 Discontinued
0.5714 Remote Similarity NPD4700 Approved
0.5714 Remote Similarity NPD5285 Approved
0.5714 Remote Similarity NPD5286 Approved
0.5714 Remote Similarity NPD4696 Approved
0.5702 Remote Similarity NPD7736 Approved
0.5678 Remote Similarity NPD6370 Approved
0.5676 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5173 Approved
0.567 Remote Similarity NPD6082 Clinical (unspecified phase)
0.567 Remote Similarity NPD5329 Approved
0.5664 Remote Similarity NPD4632 Approved
0.566 Remote Similarity NPD5223 Approved
0.5652 Remote Similarity NPD6009 Approved
0.5644 Remote Similarity NPD5281 Approved
0.5644 Remote Similarity NPD6079 Approved
0.5644 Remote Similarity NPD5284 Approved
0.5631 Remote Similarity NPD4629 Approved
0.5631 Remote Similarity NPD5210 Approved
0.5625 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5331 Approved
0.5625 Remote Similarity NPD5332 Approved
0.5619 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5616 Remote Similarity NPD2699 Approved
0.5612 Remote Similarity NPD3618 Phase 1
0.5607 Remote Similarity NPD5226 Approved
0.5607 Remote Similarity NPD5211 Phase 2
0.5607 Remote Similarity NPD5225 Approved
0.5607 Remote Similarity NPD4633 Approved
0.5607 Remote Similarity NPD8301 Approved
0.5607 Remote Similarity NPD5224 Approved
0.5607 Remote Similarity NPD8300 Approved

Structure

External Identifiers

PubChem CID   76313954
ChEMBL   CHEMBL3109413
ZINC  

Physicochemical Properties

Molecular Weight:  378.24
ALogP:  1.8762
MLogP:  3.33
XLogP:  2.893
# Rotatable Bonds:  8
Polar Surface Area:  72.97
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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