Natural Product: NPC477820

Natural Product ID:  NPC477820
Common Name:   10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol
IUPAC Name:   10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol
Synonyms:  
Molecular Formula:   C27H48O3
Standard InCHIKey:  UYOSSIFSBNNKRC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)25-23(29)14-22-20-10-9-18-13-19(28)11-12-26(18,4)21(20)15-24(30)27(22,25)5/h16-25,28-30H,6-15H2,1-5H3
Canonical SMILES:  CC(CCCC(C1C(O)CC2C1(C)C(O)CC1C2CCC2C1(C)CCC(C2)O)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
NPO33580 Psammoclema sp. Species Chondropsidae Eukaryota Nelson Bay, New South Wales, Australia (32°43'0.5'' S, 152°08'25.0'' E) 2006-OCT PMID[19132863]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens GI50 = 5000 nM 19132863
NPT83 Cell Line MCF7 Homo sapiens GI50 = 5500 nM 19132863
NPT179 Cell Line A2780 Homo sapiens GI50 = 5400 nM 19132863
NPT90 Cell Line DU-145 Homo sapiens GI50 = 6700 nM 19132863

  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 NPC477820 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
0.9846 High Similarity NPC232925
0.9846 High Similarity NPC251201
0.9846 High Similarity NPC63588
0.9552 High Similarity NPC470610
0.9531 High Similarity NPC44122
0.9412 High Similarity NPC48795
0.9412 High Similarity NPC304499
0.9394 High Similarity NPC66407
0.9275 High Similarity NPC317242
0.9265 High Similarity NPC153719
0.9219 High Similarity NPC281540
0.9219 High Similarity NPC167995
0.9219 High Similarity NPC118937
0.9219 High Similarity NPC159654
0.9143 High Similarity NPC163597
0.9118 High Similarity NPC187471
0.9118 High Similarity NPC470071
0.9118 High Similarity NPC127094
0.9118 High Similarity NPC252182
0.9118 High Similarity NPC1340
0.9104 High Similarity NPC254037
0.9104 High Similarity NPC129829
0.9062 High Similarity NPC114891
0.9062 High Similarity NPC236099
0.9062 High Similarity NPC209686
0.9062 High Similarity NPC249078
0.9014 High Similarity NPC192046
0.9014 High Similarity NPC302578
0.9014 High Similarity NPC128951
0.9014 High Similarity NPC105208
0.9014 High Similarity NPC185915
0.9014 High Similarity NPC476233
0.9014 High Similarity NPC477227
0.8971 High Similarity NPC192192
0.8955 High Similarity NPC474756
0.8955 High Similarity NPC472741
0.8939 High Similarity NPC142712
0.8906 High Similarity NPC71460
0.8906 High Similarity NPC148174
0.8906 High Similarity NPC218585
0.8889 High Similarity NPC477817
0.8889 High Similarity NPC67657
0.8889 High Similarity NPC477819
0.8889 High Similarity NPC18857
0.8857 High Similarity NPC10476
0.8857 High Similarity NPC192501
0.8857 High Similarity NPC228994
0.8806 High Similarity NPC48079
0.8806 High Similarity NPC473230
0.8806 High Similarity NPC63190
0.8806 High Similarity NPC475884
0.8788 High Similarity NPC474380
0.8788 High Similarity NPC41577
0.8788 High Similarity NPC473276
0.8767 High Similarity NPC287452
0.8732 High Similarity NPC243027
0.8732 High Similarity NPC158208
0.8732 High Similarity NPC196136
0.8696 High Similarity NPC282454
0.8649 High Similarity NPC78545
0.8649 High Similarity NPC71535
0.8636 High Similarity NPC69149
0.863 High Similarity NPC471045
0.8592 High Similarity NPC477508
0.8592 High Similarity NPC475458
0.8571 High Similarity NPC100586
0.8571 High Similarity NPC478103
0.8571 High Similarity NPC109457
0.8571 High Similarity NPC157422
0.8551 High Similarity NPC241085
0.8551 High Similarity NPC470830
0.8551 High Similarity NPC107919
0.8551 High Similarity NPC299948
0.8533 High Similarity NPC469745
0.8514 High Similarity NPC24504
0.8514 High Similarity NPC476176
0.8507 High Similarity NPC190827
0.8507 High Similarity NPC475943
0.8507 High Similarity NPC243469
0.8493 Intermediate Similarity NPC64081
0.8493 Intermediate Similarity NPC474574
0.8472 Intermediate Similarity NPC270306
0.8472 Intermediate Similarity NPC91387
0.8472 Intermediate Similarity NPC231680
0.8438 Intermediate Similarity NPC476735
0.8429 Intermediate Similarity NPC231945
0.8421 Intermediate Similarity NPC296734
0.8421 Intermediate Similarity NPC475388
0.8421 Intermediate Similarity NPC470611
0.84 Intermediate Similarity NPC257296
0.84 Intermediate Similarity NPC7479
0.84 Intermediate Similarity NPC47149
0.84 Intermediate Similarity NPC248944
0.8378 Intermediate Similarity NPC475
0.8378 Intermediate Similarity NPC472502
0.8378 Intermediate Similarity NPC471769
0.8378 Intermediate Similarity NPC147993
0.8378 Intermediate Similarity NPC472500
0.8378 Intermediate Similarity NPC472499
0.8356 Intermediate Similarity NPC477601
0.8356 Intermediate Similarity NPC473916
0.8356 Intermediate Similarity NPC477602
0.8356 Intermediate Similarity NPC470145
0.8333 Intermediate Similarity NPC308440
0.8333 Intermediate Similarity NPC472503
0.8312 Intermediate Similarity NPC141941
0.8312 Intermediate Similarity NPC478054
0.8312 Intermediate Similarity NPC110778
0.8312 Intermediate Similarity NPC193870
0.8312 Intermediate Similarity NPC232023
0.8312 Intermediate Similarity NPC477818
0.831 Intermediate Similarity NPC473279
0.831 Intermediate Similarity NPC195530
0.8286 Intermediate Similarity NPC470833
0.8267 Intermediate Similarity NPC476316
0.8267 Intermediate Similarity NPC81074
0.8267 Intermediate Similarity NPC477282
0.8267 Intermediate Similarity NPC269333
0.8243 Intermediate Similarity NPC138502
0.8243 Intermediate Similarity NPC133596
0.8243 Intermediate Similarity NPC11907
0.8243 Intermediate Similarity NPC202540
0.8219 Intermediate Similarity NPC3403
0.8219 Intermediate Similarity NPC103822
0.8205 Intermediate Similarity NPC255882
0.8205 Intermediate Similarity NPC127606
0.8205 Intermediate Similarity NPC475798
0.8194 Intermediate Similarity NPC472341
0.8194 Intermediate Similarity NPC473238
0.8194 Intermediate Similarity NPC232112
0.8158 Intermediate Similarity NPC16449
0.8158 Intermediate Similarity NPC470609
0.8158 Intermediate Similarity NPC475679
0.8143 Intermediate Similarity NPC469987
0.8133 Intermediate Similarity NPC80089
0.8133 Intermediate Similarity NPC224802
0.8133 Intermediate Similarity NPC324700
0.8133 Intermediate Similarity NPC31828
0.8133 Intermediate Similarity NPC171426
0.8133 Intermediate Similarity NPC42853
0.8133 Intermediate Similarity NPC34046
0.8108 Intermediate Similarity NPC86305
0.8108 Intermediate Similarity NPC14112
0.8108 Intermediate Similarity NPC38141
0.8101 Intermediate Similarity NPC266651
0.8101 Intermediate Similarity NPC232044
0.8101 Intermediate Similarity NPC273290
0.8082 Intermediate Similarity NPC478130
0.8056 Intermediate Similarity NPC473552
0.8056 Intermediate Similarity NPC111234
0.8056 Intermediate Similarity NPC320549
0.8056 Intermediate Similarity NPC151018
0.8056 Intermediate Similarity NPC323900
0.8056 Intermediate Similarity NPC157777
0.8056 Intermediate Similarity NPC131506
0.8056 Intermediate Similarity NPC156277
0.8056 Intermediate Similarity NPC477822
0.8056 Intermediate Similarity NPC477821
0.8056 Intermediate Similarity NPC58057
0.8056 Intermediate Similarity NPC477823
0.8056 Intermediate Similarity NPC324984
0.8052 Intermediate Similarity NPC73515
0.8028 Intermediate Similarity NPC99264
0.8026 Intermediate Similarity NPC80297
0.8026 Intermediate Similarity NPC220379
0.8026 Intermediate Similarity NPC49599
0.8026 Intermediate Similarity NPC472742
0.8026 Intermediate Similarity NPC49627
0.8026 Intermediate Similarity NPC475727
0.8026 Intermediate Similarity NPC201276
0.8026 Intermediate Similarity NPC116119
0.8026 Intermediate Similarity NPC80891
0.8 Intermediate Similarity NPC476727
0.8 Intermediate Similarity NPC260301
0.8 Intermediate Similarity NPC135438
0.8 Intermediate Similarity NPC24277
0.8 Intermediate Similarity NPC236588
0.8 Intermediate Similarity NPC317913
0.8 Intermediate Similarity NPC307336
0.8 Intermediate Similarity NPC472272
0.8 Intermediate Similarity NPC201273
0.8 Intermediate Similarity NPC212453
0.8 Intermediate Similarity NPC471240
0.8 Intermediate Similarity NPC476726
0.8 Intermediate Similarity NPC207010
0.8 Intermediate Similarity NPC475031
0.8 Intermediate Similarity NPC121981
0.8 Intermediate Similarity NPC6605
0.8 Intermediate Similarity NPC139724
0.7975 Intermediate Similarity NPC256567
0.7975 Intermediate Similarity NPC227260
0.7975 Intermediate Similarity NPC209802
0.7975 Intermediate Similarity NPC124172
0.7973 Intermediate Similarity NPC212879
0.7973 Intermediate Similarity NPC195155
0.7973 Intermediate Similarity NPC185536
0.7973 Intermediate Similarity NPC104387
0.7973 Intermediate Similarity NPC159789
0.7973 Intermediate Similarity NPC230704
0.7973 Intermediate Similarity NPC174964

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477820 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
0.8696 High Similarity NPD4787 Phase 1
0.8551 High Similarity NPD4267 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD6928 Phase 2
0.8133 Intermediate Similarity NPD6118 Approved
0.8133 Intermediate Similarity NPD6697 Approved
0.8133 Intermediate Similarity NPD6114 Approved
0.8133 Intermediate Similarity NPD6115 Approved
0.8056 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6116 Phase 1
0.7973 Intermediate Similarity NPD3703 Phase 2
0.7917 Intermediate Similarity NPD4244 Approved
0.7917 Intermediate Similarity NPD4245 Approved
0.7867 Intermediate Similarity NPD6117 Approved
0.7838 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3698 Phase 2
0.7692 Intermediate Similarity NPD7525 Registered
0.7432 Intermediate Similarity NPD4789 Approved
0.7397 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD5360 Phase 3
0.7241 Intermediate Similarity NPD8171 Discontinued
0.7222 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD7339 Approved
0.7051 Intermediate Similarity NPD6942 Approved
0.7037 Intermediate Similarity NPD4748 Discontinued
0.7024 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6700 Approved
0.7 Intermediate Similarity NPD3671 Phase 1
0.6933 Remote Similarity NPD6705 Phase 1
0.6932 Remote Similarity NPD6703 Approved
0.6932 Remote Similarity NPD6702 Approved
0.6889 Remote Similarity NPD7991 Discontinued
0.6883 Remote Similarity NPD5777 Approved
0.6883 Remote Similarity NPD4758 Discontinued
0.686 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3702 Approved
0.6786 Remote Similarity NPD4788 Approved
0.6719 Remote Similarity NPD385 Approved
0.6719 Remote Similarity NPD384 Approved
0.6707 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD6081 Approved
0.6667 Remote Similarity NPD4224 Phase 2
0.6667 Remote Similarity NPD4243 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6622 Remote Similarity NPD371 Approved
0.6585 Remote Similarity NPD5364 Discontinued
0.6556 Remote Similarity NPD8034 Phase 2
0.6556 Remote Similarity NPD8035 Phase 2
0.6552 Remote Similarity NPD8308 Discontinued
0.6517 Remote Similarity NPD5328 Approved
0.6512 Remote Similarity NPD4786 Approved
0.6506 Remote Similarity NPD6929 Approved
0.65 Remote Similarity NPD6926 Approved
0.65 Remote Similarity NPD4785 Approved
0.65 Remote Similarity NPD4784 Approved
0.65 Remote Similarity NPD6924 Approved
0.6495 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7638 Approved
0.6429 Remote Similarity NPD6931 Approved
0.6429 Remote Similarity NPD6930 Phase 2
0.6421 Remote Similarity NPD8418 Phase 2
0.6421 Remote Similarity NPD7640 Approved
0.6421 Remote Similarity NPD7639 Approved
0.6383 Remote Similarity NPD4755 Approved
0.6374 Remote Similarity NPD6079 Approved
0.6364 Remote Similarity NPD3618 Phase 1
0.6341 Remote Similarity NPD6933 Approved
0.6322 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6322 Remote Similarity NPD3133 Approved
0.6322 Remote Similarity NPD3666 Approved
0.6322 Remote Similarity NPD3665 Phase 1
0.6308 Remote Similarity NPD388 Approved
0.6308 Remote Similarity NPD386 Approved
0.6289 Remote Similarity NPD7632 Discontinued
0.6279 Remote Similarity NPD3667 Approved
0.6265 Remote Similarity NPD5776 Phase 2
0.6265 Remote Similarity NPD6932 Approved
0.6265 Remote Similarity NPD6925 Approved
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD7152 Approved
0.625 Remote Similarity NPD7151 Approved
0.625 Remote Similarity NPD4696 Approved
0.625 Remote Similarity NPD7150 Approved
0.625 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD4700 Approved
0.6235 Remote Similarity NPD7509 Discontinued
0.622 Remote Similarity NPD4190 Phase 3
0.622 Remote Similarity NPD5275 Approved
0.6211 Remote Similarity NPD7920 Phase 3
0.6211 Remote Similarity NPD7919 Phase 3
0.6207 Remote Similarity NPD6695 Phase 3
0.6203 Remote Similarity NPD6922 Approved
0.6203 Remote Similarity NPD6923 Approved
0.619 Remote Similarity NPD7145 Approved
0.6186 Remote Similarity NPD5223 Approved
0.6146 Remote Similarity NPD8088 Phase 1
0.6125 Remote Similarity NPD7144 Approved
0.6125 Remote Similarity NPD7143 Approved
0.6122 Remote Similarity NPD5211 Phase 2
0.6122 Remote Similarity NPD5224 Approved
0.6122 Remote Similarity NPD4633 Approved
0.6122 Remote Similarity NPD5226 Approved
0.6122 Remote Similarity NPD5225 Approved
0.6118 Remote Similarity NPD6683 Phase 2
0.6118 Remote Similarity NPD4195 Approved
0.61 Remote Similarity NPD5739 Approved
0.61 Remote Similarity NPD6402 Approved
0.61 Remote Similarity NPD7128 Approved
0.61 Remote Similarity NPD6675 Approved
0.6098 Remote Similarity NPD1811 Approved
0.6098 Remote Similarity NPD1810 Approved
0.6081 Remote Similarity NPD3198 Approved
0.6067 Remote Similarity NPD6893 Approved
0.6061 Remote Similarity NPD5174 Approved
0.6061 Remote Similarity NPD5175 Approved
0.6061 Remote Similarity NPD4754 Approved
0.6047 Remote Similarity NPD7514 Phase 3
0.6019 Remote Similarity NPD4634 Approved
0.6 Remote Similarity NPD5141 Approved
0.598 Remote Similarity NPD7320 Approved
0.598 Remote Similarity NPD6881 Approved
0.598 Remote Similarity NPD6899 Approved
0.5978 Remote Similarity NPD4753 Phase 2
0.5977 Remote Similarity NPD6902 Approved
0.5957 Remote Similarity NPD6399 Phase 3
0.5941 Remote Similarity NPD4768 Approved
0.5941 Remote Similarity NPD4767 Approved
0.5938 Remote Similarity NPD4697 Phase 3
0.5938 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5938 Remote Similarity NPD5222 Approved
0.5938 Remote Similarity NPD5221 Approved
0.5934 Remote Similarity NPD7750 Discontinued
0.5934 Remote Similarity NPD7524 Approved
0.5926 Remote Similarity NPD7327 Approved
0.5926 Remote Similarity NPD7328 Approved
0.5922 Remote Similarity NPD6372 Approved
0.5922 Remote Similarity NPD6373 Approved
0.5909 Remote Similarity NPD4223 Phase 3
0.5909 Remote Similarity NPD4221 Approved
0.589 Remote Similarity NPD586 Phase 1
0.5889 Remote Similarity NPD5329 Approved
0.5882 Remote Similarity NPD5697 Approved
0.5882 Remote Similarity NPD5701 Approved
0.5876 Remote Similarity NPD5173 Approved
0.5872 Remote Similarity NPD7516 Approved
0.5865 Remote Similarity NPD7290 Approved
0.5865 Remote Similarity NPD6883 Approved
0.5865 Remote Similarity NPD7102 Approved
0.5862 Remote Similarity NPD7332 Phase 2
0.5859 Remote Similarity NPD4159 Approved
0.5851 Remote Similarity NPD7515 Phase 2
0.5849 Remote Similarity NPD4632 Approved
0.5825 Remote Similarity NPD6011 Approved
0.5825 Remote Similarity NPD4729 Approved
0.5825 Remote Similarity NPD4730 Approved
0.5825 Remote Similarity NPD5128 Approved
0.5818 Remote Similarity NPD8294 Approved
0.5818 Remote Similarity NPD8377 Approved
0.581 Remote Similarity NPD6847 Approved
0.581 Remote Similarity NPD6617 Approved
0.581 Remote Similarity NPD8130 Phase 1
0.581 Remote Similarity NPD6401 Clinical (unspecified phase)
0.581 Remote Similarity NPD6650 Approved
0.581 Remote Similarity NPD6649 Approved
0.581 Remote Similarity NPD6869 Approved
0.5795 Remote Similarity NPD4139 Approved
0.5795 Remote Similarity NPD6898 Phase 1
0.5795 Remote Similarity NPD4692 Approved
0.5778 Remote Similarity NPD4197 Approved
0.5769 Remote Similarity NPD6012 Approved
0.5769 Remote Similarity NPD6014 Approved
0.5769 Remote Similarity NPD6013 Approved
0.5766 Remote Similarity NPD8380 Approved
0.5766 Remote Similarity NPD8296 Approved
0.5766 Remote Similarity NPD8379 Approved
0.5766 Remote Similarity NPD8378 Approved
0.5766 Remote Similarity NPD8335 Approved
0.5766 Remote Similarity NPD8033 Approved
0.5755 Remote Similarity NPD6882 Approved
0.5755 Remote Similarity NPD8297 Approved
0.5732 Remote Similarity NPD2687 Approved
0.5732 Remote Similarity NPD2254 Approved
0.5732 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5732 Remote Similarity NPD2686 Approved
0.5728 Remote Similarity NPD6412 Phase 2
0.5728 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5250 Approved
0.5714 Remote Similarity NPD5135 Approved
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD5247 Approved
0.5714 Remote Similarity NPD5251 Approved
0.5714 Remote Similarity NPD5248 Approved
0.5714 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD5169 Approved

Structure

External Identifiers

PubChem CID   56656818
ChEMBL   CHEMBL3138490
ZINC  

Physicochemical Properties

Molecular Weight:  420.36
ALogP:  0.2791
MLogP:  4.1
XLogP:  7.613
# Rotatable Bonds:  13
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  30

Download Data

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