Natural Product: NPC470052

Natural Product ID:  NPC470052
Common Name:   (-)-Leucophyllone
IUPAC Name:   (9R,10R,13S,14S,17S)-17-[(E,2S)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Synonyms:   (-)-Leucophyllone
Molecular Formula:   C31H50O2
Standard InCHIKey:  VUTMJNYAUWPTQA-ZLEOEWCPSA-N
Standard InCHI:  InChI=1S/C31H50O2/c1-21(11-10-17-27(2,3)33-9)22-14-19-31(8)24-12-13-25-28(4,5)26(32)16-18-29(25,6)23(24)15-20-30(22,31)7/h10,12,17,21-23,25H,11,13-16,18-20H2,1-9H3/b17-10+/t21-,22-,23-,25?,29+,30-,31+/m0/s1
Canonical SMILES:  COC(/C=C/C[C@@H]([C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(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
NPO19594 Cornus walteri Species Cornaceae Eukaryota PMID[21182258]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 = 21170 nM 8988595
NPT574 Cell Line XF498 Homo sapiens IC50 = 18210 nM 21723121
NPT81 Cell Line A549 Homo sapiens IC50 = 24860 nM 23024574
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 18040 nM 17190456

  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 NPC470052 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
0.9589 High Similarity NPC470557
0.8889 High Similarity NPC182815
0.8861 High Similarity NPC470047
0.8861 High Similarity NPC470046
0.8816 High Similarity NPC91665
0.875 High Similarity NPC20610
0.8649 High Similarity NPC470078
0.8649 High Similarity NPC115023
0.859 High Similarity NPC190211
0.8537 High Similarity NPC470051
0.8537 High Similarity NPC470050
0.8533 High Similarity NPC474228
0.8533 High Similarity NPC303613
0.8533 High Similarity NPC251705
0.8514 High Similarity NPC35734
0.8514 High Similarity NPC159577
0.8514 High Similarity NPC282593
0.8514 High Similarity NPC307176
0.8514 High Similarity NPC40574
0.8472 Intermediate Similarity NPC323005
0.8462 Intermediate Similarity NPC82635
0.8462 Intermediate Similarity NPC105197
0.8442 Intermediate Similarity NPC69408
0.8421 Intermediate Similarity NPC309852
0.8415 Intermediate Similarity NPC137493
0.8415 Intermediate Similarity NPC470048
0.84 Intermediate Similarity NPC54123
0.84 Intermediate Similarity NPC305501
0.84 Intermediate Similarity NPC234707
0.8395 Intermediate Similarity NPC474976
0.8395 Intermediate Similarity NPC474790
0.8378 Intermediate Similarity NPC139397
0.8312 Intermediate Similarity NPC65650
0.8312 Intermediate Similarity NPC293803
0.8289 Intermediate Similarity NPC470045
0.8289 Intermediate Similarity NPC470044
0.8267 Intermediate Similarity NPC2634
0.8267 Intermediate Similarity NPC265782
0.8267 Intermediate Similarity NPC477856
0.8267 Intermediate Similarity NPC251929
0.8267 Intermediate Similarity NPC214770
0.8267 Intermediate Similarity NPC260040
0.825 Intermediate Similarity NPC474509
0.8194 Intermediate Similarity NPC469662
0.8182 Intermediate Similarity NPC255021
0.8148 Intermediate Similarity NPC4166
0.8077 Intermediate Similarity NPC473171
0.8077 Intermediate Similarity NPC255650
0.8056 Intermediate Similarity NPC202118
0.8056 Intermediate Similarity NPC197238
0.8049 Intermediate Similarity NPC311092
0.8049 Intermediate Similarity NPC472239
0.8023 Intermediate Similarity NPC474844
0.8023 Intermediate Similarity NPC2983
0.8 Intermediate Similarity NPC163016
0.8 Intermediate Similarity NPC151488
0.8 Intermediate Similarity NPC469996
0.8 Intermediate Similarity NPC75315
0.7976 Intermediate Similarity NPC471224
0.7975 Intermediate Similarity NPC474463
0.7952 Intermediate Similarity NPC41539
0.7949 Intermediate Similarity NPC329866
0.7949 Intermediate Similarity NPC20025
0.7949 Intermediate Similarity NPC474797
0.7949 Intermediate Similarity NPC474796
0.7931 Intermediate Similarity NPC320026
0.7901 Intermediate Similarity NPC215843
0.7901 Intermediate Similarity NPC170793
0.7901 Intermediate Similarity NPC90965
0.7895 Intermediate Similarity NPC286814
0.7882 Intermediate Similarity NPC472863
0.7867 Intermediate Similarity NPC176107
0.7841 Intermediate Similarity NPC190442
0.7841 Intermediate Similarity NPC475806
0.7831 Intermediate Similarity NPC142253
0.7831 Intermediate Similarity NPC100297
0.7831 Intermediate Similarity NPC268122
0.7831 Intermediate Similarity NPC3511
0.7831 Intermediate Similarity NPC472867
0.7816 Intermediate Similarity NPC285982
0.7802 Intermediate Similarity NPC291634
0.7802 Intermediate Similarity NPC126815
0.7791 Intermediate Similarity NPC128644
0.7765 Intermediate Similarity NPC472940
0.7765 Intermediate Similarity NPC470223
0.7765 Intermediate Similarity NPC472931
0.7765 Intermediate Similarity NPC474083
0.7763 Intermediate Similarity NPC82477
0.7763 Intermediate Similarity NPC296697
0.7763 Intermediate Similarity NPC142754
0.7763 Intermediate Similarity NPC188292
0.7763 Intermediate Similarity NPC260474
0.7763 Intermediate Similarity NPC39157
0.7753 Intermediate Similarity NPC229976
0.775 Intermediate Similarity NPC469796
0.775 Intermediate Similarity NPC469793
0.7738 Intermediate Similarity NPC118423
0.7733 Intermediate Similarity NPC168824
0.7733 Intermediate Similarity NPC39462
0.7733 Intermediate Similarity NPC92327
0.7733 Intermediate Similarity NPC43300
0.7733 Intermediate Similarity NPC107704
0.7733 Intermediate Similarity NPC189917
0.7733 Intermediate Similarity NPC96812
0.7711 Intermediate Similarity NPC147066
0.7692 Intermediate Similarity NPC322063
0.7692 Intermediate Similarity NPC223187
0.7692 Intermediate Similarity NPC190035
0.7692 Intermediate Similarity NPC181204
0.7692 Intermediate Similarity NPC5701
0.7692 Intermediate Similarity NPC160056
0.7692 Intermediate Similarity NPC78473
0.7674 Intermediate Similarity NPC264127
0.7674 Intermediate Similarity NPC469994
0.7671 Intermediate Similarity NPC60565
0.7667 Intermediate Similarity NPC8993
0.7662 Intermediate Similarity NPC256846
0.7662 Intermediate Similarity NPC477857
0.7647 Intermediate Similarity NPC87552
0.7647 Intermediate Similarity NPC59453
0.7647 Intermediate Similarity NPC214043
0.7647 Intermediate Similarity NPC221758
0.7647 Intermediate Similarity NPC181743
0.7647 Intermediate Similarity NPC82902
0.7647 Intermediate Similarity NPC16287
0.7647 Intermediate Similarity NPC178025
0.7647 Intermediate Similarity NPC85774
0.7632 Intermediate Similarity NPC220210
0.7632 Intermediate Similarity NPC20181
0.7619 Intermediate Similarity NPC193347
0.7619 Intermediate Similarity NPC327969
0.7619 Intermediate Similarity NPC240302
0.7619 Intermediate Similarity NPC320514
0.7619 Intermediate Similarity NPC321289
0.7619 Intermediate Similarity NPC469804
0.7619 Intermediate Similarity NPC469805
0.7619 Intermediate Similarity NPC94200
0.7614 Intermediate Similarity NPC473999
0.7614 Intermediate Similarity NPC309603
0.7614 Intermediate Similarity NPC262043
0.7614 Intermediate Similarity NPC177141
0.7609 Intermediate Similarity NPC57416
0.7609 Intermediate Similarity NPC107243
0.7595 Intermediate Similarity NPC474488
0.759 Intermediate Similarity NPC472478
0.7586 Intermediate Similarity NPC136948
0.7586 Intermediate Similarity NPC90652
0.7586 Intermediate Similarity NPC476293
0.7586 Intermediate Similarity NPC93778
0.7586 Intermediate Similarity NPC58063
0.7586 Intermediate Similarity NPC317590
0.7582 Intermediate Similarity NPC33473
0.7582 Intermediate Similarity NPC171395
0.7558 Intermediate Similarity NPC269638
0.7558 Intermediate Similarity NPC60350
0.7558 Intermediate Similarity NPC474218
0.7558 Intermediate Similarity NPC8571
0.7558 Intermediate Similarity NPC469948
0.7558 Intermediate Similarity NPC29447
0.7556 Intermediate Similarity NPC474736
0.7553 Intermediate Similarity NPC310981
0.7532 Intermediate Similarity NPC87141
0.7529 Intermediate Similarity NPC279639
0.7529 Intermediate Similarity NPC3856
0.7528 Intermediate Similarity NPC76286
0.7528 Intermediate Similarity NPC48010
0.7528 Intermediate Similarity NPC273199
0.75 Intermediate Similarity NPC97884
0.75 Intermediate Similarity NPC28227
0.75 Intermediate Similarity NPC166797
0.75 Intermediate Similarity NPC159497
0.75 Intermediate Similarity NPC470417
0.75 Intermediate Similarity NPC201912
0.75 Intermediate Similarity NPC472220
0.75 Intermediate Similarity NPC38350
0.7474 Intermediate Similarity NPC185530
0.7473 Intermediate Similarity NPC292793
0.7471 Intermediate Similarity NPC118648
0.7471 Intermediate Similarity NPC51014
0.7471 Intermediate Similarity NPC474733
0.7471 Intermediate Similarity NPC474732
0.7471 Intermediate Similarity NPC31564
0.7471 Intermediate Similarity NPC473168
0.7471 Intermediate Similarity NPC195640
0.7471 Intermediate Similarity NPC474778
0.7471 Intermediate Similarity NPC168248
0.7471 Intermediate Similarity NPC222613
0.7471 Intermediate Similarity NPC475022
0.7471 Intermediate Similarity NPC145879
0.747 Intermediate Similarity NPC477371
0.7468 Intermediate Similarity NPC225467
0.7467 Intermediate Similarity NPC212210
0.7444 Intermediate Similarity NPC473998
0.7444 Intermediate Similarity NPC262870
0.7444 Intermediate Similarity NPC218301
0.7442 Intermediate Similarity NPC144258
0.7442 Intermediate Similarity NPC320801
0.7442 Intermediate Similarity NPC473246
0.7442 Intermediate Similarity NPC470077
0.7442 Intermediate Similarity NPC237712

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470052 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
0.8514 High Similarity NPD4747 Approved
0.8378 Intermediate Similarity NPD4137 Phase 3
0.8267 Intermediate Similarity NPD4691 Approved
0.8243 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD4058 Approved
0.8182 Intermediate Similarity NPD4687 Approved
0.8182 Intermediate Similarity NPD5733 Approved
0.7922 Intermediate Similarity NPD5276 Approved
0.7674 Intermediate Similarity NPD6098 Approved
0.7647 Intermediate Similarity NPD4786 Approved
0.764 Intermediate Similarity NPD5693 Phase 1
0.7619 Intermediate Similarity NPD4221 Approved
0.7619 Intermediate Similarity NPD4223 Phase 3
0.7558 Intermediate Similarity NPD5329 Approved
0.75 Intermediate Similarity NPD5737 Approved
0.75 Intermediate Similarity NPD6672 Approved
0.7471 Intermediate Similarity NPD6684 Approved
0.7471 Intermediate Similarity NPD7521 Approved
0.7471 Intermediate Similarity NPD7334 Approved
0.7471 Intermediate Similarity NPD5330 Approved
0.7471 Intermediate Similarity NPD7146 Approved
0.7471 Intermediate Similarity NPD6409 Approved
0.7442 Intermediate Similarity NPD4197 Approved
0.7416 Intermediate Similarity NPD6080 Approved
0.7416 Intermediate Similarity NPD6904 Approved
0.7416 Intermediate Similarity NPD6673 Approved
0.7412 Intermediate Similarity NPD3667 Approved
0.7303 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD6903 Approved
0.7303 Intermediate Similarity NPD5208 Approved
0.7273 Intermediate Similarity NPD4693 Phase 3
0.7273 Intermediate Similarity NPD5205 Approved
0.7273 Intermediate Similarity NPD4138 Approved
0.7273 Intermediate Similarity NPD4519 Discontinued
0.7273 Intermediate Similarity NPD4688 Approved
0.7273 Intermediate Similarity NPD4690 Approved
0.7273 Intermediate Similarity NPD5690 Phase 2
0.7273 Intermediate Similarity NPD4689 Approved
0.7273 Intermediate Similarity NPD4623 Approved
0.7253 Intermediate Similarity NPD6079 Approved
0.7241 Intermediate Similarity NPD3668 Phase 3
0.7241 Intermediate Similarity NPD3666 Approved
0.7241 Intermediate Similarity NPD3665 Phase 1
0.7241 Intermediate Similarity NPD3133 Approved
0.7222 Intermediate Similarity NPD4753 Phase 2
0.7222 Intermediate Similarity NPD6051 Approved
0.7222 Intermediate Similarity NPD5328 Approved
0.7204 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD6399 Phase 3
0.7143 Intermediate Similarity NPD5207 Approved
0.7126 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD5280 Approved
0.7079 Intermediate Similarity NPD3618 Phase 1
0.7079 Intermediate Similarity NPD4694 Approved
0.7065 Intermediate Similarity NPD5694 Approved
0.7065 Intermediate Similarity NPD6050 Approved
0.7059 Intermediate Similarity NPD4195 Approved
0.7053 Intermediate Similarity NPD6083 Phase 2
0.7053 Intermediate Similarity NPD6084 Phase 2
0.7021 Intermediate Similarity NPD4629 Approved
0.7021 Intermediate Similarity NPD5210 Approved
0.7011 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.6989 Remote Similarity NPD4202 Approved
0.6957 Remote Similarity NPD5692 Phase 3
0.6941 Remote Similarity NPD3617 Approved
0.6932 Remote Similarity NPD4788 Approved
0.6915 Remote Similarity NPD6001 Approved
0.6897 Remote Similarity NPD4692 Approved
0.6897 Remote Similarity NPD4139 Approved
0.6889 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6889 Remote Similarity NPD5279 Phase 3
0.6882 Remote Similarity NPD5281 Approved
0.6882 Remote Similarity NPD5284 Approved
0.6867 Remote Similarity NPD4784 Approved
0.6867 Remote Similarity NPD4785 Approved
0.6842 Remote Similarity NPD5695 Phase 3
0.6829 Remote Similarity NPD4243 Approved
0.6813 Remote Similarity NPD3573 Approved
0.6804 Remote Similarity NPD5696 Approved
0.6786 Remote Similarity NPD8039 Approved
0.6778 Remote Similarity NPD1694 Approved
0.6771 Remote Similarity NPD5222 Approved
0.6771 Remote Similarity NPD5221 Approved
0.6771 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5211 Phase 2
0.6744 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6735 Remote Similarity NPD5285 Approved
0.6735 Remote Similarity NPD5286 Approved
0.6735 Remote Similarity NPD4696 Approved
0.6729 Remote Similarity NPD7115 Discovery
0.6705 Remote Similarity NPD8028 Phase 2
0.6701 Remote Similarity NPD4755 Approved
0.6701 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD5223 Approved
0.6634 Remote Similarity NPD5141 Approved
0.6633 Remote Similarity NPD7638 Approved
0.6602 Remote Similarity NPD6899 Approved
0.6602 Remote Similarity NPD6881 Approved
0.66 Remote Similarity NPD5225 Approved
0.66 Remote Similarity NPD5226 Approved
0.66 Remote Similarity NPD5224 Approved
0.66 Remote Similarity NPD4633 Approved
0.6598 Remote Similarity NPD4697 Phase 3
0.6596 Remote Similarity NPD4096 Approved
0.6591 Remote Similarity NPD4695 Discontinued
0.6588 Remote Similarity NPD6942 Approved
0.6588 Remote Similarity NPD7339 Approved
0.6582 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6579 Remote Similarity NPD287 Approved
0.6569 Remote Similarity NPD5739 Approved
0.6569 Remote Similarity NPD6675 Approved
0.6569 Remote Similarity NPD6402 Approved
0.6569 Remote Similarity NPD7128 Approved
0.6566 Remote Similarity NPD7640 Approved
0.6566 Remote Similarity NPD7639 Approved
0.6566 Remote Similarity NPD4700 Approved
0.6559 Remote Similarity NPD4518 Approved
0.6535 Remote Similarity NPD6052 Approved
0.6535 Remote Similarity NPD5174 Approved
0.6535 Remote Similarity NPD5175 Approved
0.6505 Remote Similarity NPD6614 Approved
0.6505 Remote Similarity NPD5697 Approved
0.6495 Remote Similarity NPD5654 Approved
0.6476 Remote Similarity NPD7290 Approved
0.6476 Remote Similarity NPD7102 Approved
0.6476 Remote Similarity NPD6883 Approved
0.6458 Remote Similarity NPD5133 Approved
0.6442 Remote Similarity NPD6011 Approved
0.6442 Remote Similarity NPD7320 Approved
0.6436 Remote Similarity NPD5091 Approved
0.6415 Remote Similarity NPD8130 Phase 1
0.6415 Remote Similarity NPD6617 Approved
0.6415 Remote Similarity NPD6847 Approved
0.6415 Remote Similarity NPD6649 Approved
0.6415 Remote Similarity NPD6869 Approved
0.6415 Remote Similarity NPD6650 Approved
0.6413 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6008 Approved
0.6404 Remote Similarity NPD7525 Registered
0.6404 Remote Similarity NPD7514 Phase 3
0.6395 Remote Similarity NPD5275 Approved
0.6395 Remote Similarity NPD4190 Phase 3
0.6392 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7900 Approved
0.6392 Remote Similarity NPD7748 Approved
0.6381 Remote Similarity NPD6373 Approved
0.6381 Remote Similarity NPD6372 Approved
0.6381 Remote Similarity NPD6012 Approved
0.6381 Remote Similarity NPD6013 Approved
0.6381 Remote Similarity NPD6014 Approved
0.6373 Remote Similarity NPD4754 Approved
0.6364 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5959 Approved
0.6355 Remote Similarity NPD6882 Approved
0.6355 Remote Similarity NPD8297 Approved
0.6354 Remote Similarity NPD7637 Suspended
0.6354 Remote Similarity NPD7515 Phase 2
0.6346 Remote Similarity NPD5701 Approved
0.6322 Remote Similarity NPD3701 Clinical (unspecified phase)
0.631 Remote Similarity NPD7143 Approved
0.631 Remote Similarity NPD7144 Approved
0.6286 Remote Similarity NPD4730 Approved
0.6286 Remote Similarity NPD4729 Approved
0.6279 Remote Similarity NPD6926 Approved
0.6279 Remote Similarity NPD6924 Approved
0.6277 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6265 Remote Similarity NPD5360 Phase 3
0.6265 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD4768 Approved
0.625 Remote Similarity NPD6932 Approved
0.625 Remote Similarity NPD5785 Approved
0.6238 Remote Similarity NPD6404 Discontinued
0.6235 Remote Similarity NPD7150 Approved
0.6235 Remote Similarity NPD7151 Approved
0.6235 Remote Similarity NPD7152 Approved
0.6228 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6222 Remote Similarity NPD7332 Phase 2
0.62 Remote Similarity NPD7902 Approved
0.6196 Remote Similarity NPD5362 Discontinued
0.619 Remote Similarity NPD6412 Phase 2
0.619 Remote Similarity NPD6922 Approved
0.619 Remote Similarity NPD6923 Approved
0.6186 Remote Similarity NPD8034 Phase 2
0.6186 Remote Similarity NPD8035 Phase 2
0.618 Remote Similarity NPD7145 Approved
0.6168 Remote Similarity NPD5250 Approved
0.6168 Remote Similarity NPD5249 Phase 3
0.6168 Remote Similarity NPD4634 Approved
0.6168 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5169 Approved
0.6168 Remote Similarity NPD5248 Approved
0.6168 Remote Similarity NPD5251 Approved
0.6168 Remote Similarity NPD5135 Approved
0.6168 Remote Similarity NPD5247 Approved
0.6154 Remote Similarity NPD6902 Approved
0.6147 Remote Similarity NPD4632 Approved
0.6146 Remote Similarity NPD7285 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15241162
ChEMBL   CHEMBL1668107
ZINC  

Physicochemical Properties

Molecular Weight:  454.38
ALogP:  3.4446
MLogP:  4.65
XLogP:  9.202
# Rotatable Bonds:  14
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  33

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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