Natural Product: NPC473742

Natural Product ID:  NPC473742
Common Name:   Lup-20(29)-En-3Beta,25-Diacetate
IUPAC Name:   [(1R,3aR,5aR,5bR,7aR,9S,11aS,11bS,13aR,13bR)-9-acetyloxy-3a,5a,5b,8,8-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-11a-yl]methyl acetate
Synonyms:  
Molecular Formula:   C34H54O4
Standard InCHIKey:  WWKHBJFZCNVMHO-FMJBZOEDSA-N
Standard InCHI:  InChI=1S/C34H54O4/c1-21(2)24-12-15-31(7)18-19-32(8)25(29(24)31)10-11-27-33(32,9)16-13-26-30(5,6)28(38-23(4)36)14-17-34(26,27)20-37-22(3)35/h24-29H,1,10-20H2,2-9H3/t24-,25+,26-,27-,28-,29+,31+,32+,33+,34+/m0/s1
Canonical SMILES:  CC(=O)OC[C@]12CC[C@@H](C([C@@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C)C)(C)C)OC(=O)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
NPO1145 Coussarea paniculata Species Rubiaceae Eukaryota Twigs PMID[12662105]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 9.6 ug/ml 11809054

  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 NPC473742 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
0.961 High Similarity NPC304194
0.9481 High Similarity NPC305835
0.9024 High Similarity NPC98270
0.9012 High Similarity NPC5280
0.8987 High Similarity NPC47808
0.8916 High Similarity NPC168231
0.8902 High Similarity NPC475509
0.8902 High Similarity NPC299963
0.8902 High Similarity NPC239362
0.8889 High Similarity NPC472504
0.8736 High Similarity NPC473678
0.8734 High Similarity NPC84868
0.8706 High Similarity NPC4309
0.8642 High Similarity NPC206735
0.8554 High Similarity NPC139206
0.8506 High Similarity NPC10274
0.8444 Intermediate Similarity NPC253115
0.8444 Intermediate Similarity NPC475178
0.8444 Intermediate Similarity NPC304899
0.8434 Intermediate Similarity NPC286786
0.8409 Intermediate Similarity NPC471901
0.8409 Intermediate Similarity NPC219516
0.8409 Intermediate Similarity NPC160506
0.8391 Intermediate Similarity NPC471043
0.8372 Intermediate Similarity NPC33768
0.8333 Intermediate Similarity NPC132386
0.8315 Intermediate Similarity NPC471902
0.8315 Intermediate Similarity NPC475061
0.8315 Intermediate Similarity NPC473690
0.8315 Intermediate Similarity NPC287118
0.8313 Intermediate Similarity NPC290495
0.8313 Intermediate Similarity NPC73515
0.8313 Intermediate Similarity NPC195334
0.8295 Intermediate Similarity NPC123252
0.8295 Intermediate Similarity NPC219937
0.8295 Intermediate Similarity NPC194485
0.8295 Intermediate Similarity NPC53890
0.8293 Intermediate Similarity NPC220379
0.8276 Intermediate Similarity NPC160304
0.8276 Intermediate Similarity NPC470612
0.8276 Intermediate Similarity NPC470613
0.8272 Intermediate Similarity NPC202540
0.8256 Intermediate Similarity NPC12774
0.8256 Intermediate Similarity NPC2783
0.8202 Intermediate Similarity NPC470230
0.8202 Intermediate Similarity NPC475416
0.8202 Intermediate Similarity NPC130840
0.8172 Intermediate Similarity NPC208358
0.8161 Intermediate Similarity NPC269360
0.8161 Intermediate Similarity NPC264005
0.8152 Intermediate Similarity NPC469810
0.814 Intermediate Similarity NPC294438
0.814 Intermediate Similarity NPC264317
0.8132 Intermediate Similarity NPC279974
0.8118 Intermediate Similarity NPC471037
0.8111 Intermediate Similarity NPC224060
0.8111 Intermediate Similarity NPC291373
0.8111 Intermediate Similarity NPC26046
0.8111 Intermediate Similarity NPC244356
0.8111 Intermediate Similarity NPC163902
0.8095 Intermediate Similarity NPC108476
0.8085 Intermediate Similarity NPC155974
0.8072 Intermediate Similarity NPC44083
0.8072 Intermediate Similarity NPC153987
0.8072 Intermediate Similarity NPC472742
0.8072 Intermediate Similarity NPC477287
0.8072 Intermediate Similarity NPC116119
0.8072 Intermediate Similarity NPC80297
0.8072 Intermediate Similarity NPC475727
0.8068 Intermediate Similarity NPC16377
0.8068 Intermediate Similarity NPC474719
0.8065 Intermediate Similarity NPC472028
0.8065 Intermediate Similarity NPC119036
0.8065 Intermediate Similarity NPC300179
0.8065 Intermediate Similarity NPC102426
0.8049 Intermediate Similarity NPC212453
0.8046 Intermediate Similarity NPC474970
0.8043 Intermediate Similarity NPC54248
0.8043 Intermediate Similarity NPC276103
0.8025 Intermediate Similarity NPC212879
0.8025 Intermediate Similarity NPC240235
0.8025 Intermediate Similarity NPC104387
0.8025 Intermediate Similarity NPC231256
0.8025 Intermediate Similarity NPC178383
0.8022 Intermediate Similarity NPC474922
0.8022 Intermediate Similarity NPC277399
0.8022 Intermediate Similarity NPC47853
0.8022 Intermediate Similarity NPC3359
0.7979 Intermediate Similarity NPC94906
0.7978 Intermediate Similarity NPC213832
0.7978 Intermediate Similarity NPC57954
0.7978 Intermediate Similarity NPC247312
0.7978 Intermediate Similarity NPC220498
0.7978 Intermediate Similarity NPC271974
0.7976 Intermediate Similarity NPC475679
0.7957 Intermediate Similarity NPC253586
0.7955 Intermediate Similarity NPC46912
0.7955 Intermediate Similarity NPC162107
0.7955 Intermediate Similarity NPC478104
0.7952 Intermediate Similarity NPC63020
0.7935 Intermediate Similarity NPC474727
0.7935 Intermediate Similarity NPC241047
0.7935 Intermediate Similarity NPC470229
0.7931 Intermediate Similarity NPC191965
0.7931 Intermediate Similarity NPC164424
0.7927 Intermediate Similarity NPC93662
0.7927 Intermediate Similarity NPC86305
0.7927 Intermediate Similarity NPC78067
0.7927 Intermediate Similarity NPC278091
0.7927 Intermediate Similarity NPC14112
0.7901 Intermediate Similarity NPC62657
0.7901 Intermediate Similarity NPC25511
0.7901 Intermediate Similarity NPC192638
0.7901 Intermediate Similarity NPC308440
0.7901 Intermediate Similarity NPC472503
0.7895 Intermediate Similarity NPC75941
0.7895 Intermediate Similarity NPC289670
0.7889 Intermediate Similarity NPC169933
0.7889 Intermediate Similarity NPC471896
0.7872 Intermediate Similarity NPC474092
0.7872 Intermediate Similarity NPC470068
0.7865 Intermediate Similarity NPC471900
0.7857 Intermediate Similarity NPC476176
0.7849 Intermediate Similarity NPC306797
0.7849 Intermediate Similarity NPC292718
0.7849 Intermediate Similarity NPC200054
0.7849 Intermediate Similarity NPC29410
0.7849 Intermediate Similarity NPC111834
0.7849 Intermediate Similarity NPC169270
0.7849 Intermediate Similarity NPC329910
0.7841 Intermediate Similarity NPC10005
0.7841 Intermediate Similarity NPC471369
0.7841 Intermediate Similarity NPC91525
0.7841 Intermediate Similarity NPC9892
0.7841 Intermediate Similarity NPC329943
0.7841 Intermediate Similarity NPC84121
0.7841 Intermediate Similarity NPC137306
0.7841 Intermediate Similarity NPC471042
0.7831 Intermediate Similarity NPC248830
0.7831 Intermediate Similarity NPC212241
0.7831 Intermediate Similarity NPC119355
0.7826 Intermediate Similarity NPC303863
0.7826 Intermediate Similarity NPC475118
0.7816 Intermediate Similarity NPC86238
0.7816 Intermediate Similarity NPC471367
0.7812 Intermediate Similarity NPC124544
0.7802 Intermediate Similarity NPC234335
0.7791 Intermediate Similarity NPC477284
0.7789 Intermediate Similarity NPC317019
0.7789 Intermediate Similarity NPC108371
0.7778 Intermediate Similarity NPC475049
0.7778 Intermediate Similarity NPC474889
0.7778 Intermediate Similarity NPC88744
0.7766 Intermediate Similarity NPC274793
0.7766 Intermediate Similarity NPC97867
0.7766 Intermediate Similarity NPC471770
0.7766 Intermediate Similarity NPC475032
0.7766 Intermediate Similarity NPC51499
0.7766 Intermediate Similarity NPC473555
0.7766 Intermediate Similarity NPC476879
0.7766 Intermediate Similarity NPC476878
0.7766 Intermediate Similarity NPC278939
0.7766 Intermediate Similarity NPC475033
0.7765 Intermediate Similarity NPC78545
0.7765 Intermediate Similarity NPC469802
0.7765 Intermediate Similarity NPC71535
0.7765 Intermediate Similarity NPC261616
0.7765 Intermediate Similarity NPC475456
0.7755 Intermediate Similarity NPC278628
0.7755 Intermediate Similarity NPC165405
0.7755 Intermediate Similarity NPC231530
0.7755 Intermediate Similarity NPC473199
0.7755 Intermediate Similarity NPC475571
0.7742 Intermediate Similarity NPC98639
0.7742 Intermediate Similarity NPC470232
0.7738 Intermediate Similarity NPC477817
0.7738 Intermediate Similarity NPC102708
0.7738 Intermediate Similarity NPC31828
0.7738 Intermediate Similarity NPC42853
0.7738 Intermediate Similarity NPC477819
0.7727 Intermediate Similarity NPC474013
0.7727 Intermediate Similarity NPC474971
0.7717 Intermediate Similarity NPC38232
0.7708 Intermediate Similarity NPC25177
0.7708 Intermediate Similarity NPC470054
0.7708 Intermediate Similarity NPC222875
0.7708 Intermediate Similarity NPC247701
0.7708 Intermediate Similarity NPC268829
0.7708 Intermediate Similarity NPC295110
0.7701 Intermediate Similarity NPC472743
0.7701 Intermediate Similarity NPC475726
0.7701 Intermediate Similarity NPC170862
0.77 Intermediate Similarity NPC240125
0.77 Intermediate Similarity NPC51947
0.77 Intermediate Similarity NPC473844
0.77 Intermediate Similarity NPC91583
0.7692 Intermediate Similarity NPC148414
0.7692 Intermediate Similarity NPC113989
0.7692 Intermediate Similarity NPC175628
0.7692 Intermediate Similarity NPC111585

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473742 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
0.8409 Intermediate Similarity NPD8035 Phase 2
0.8409 Intermediate Similarity NPD8034 Phase 2
0.814 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD7638 Approved
0.7604 Intermediate Similarity NPD7639 Approved
0.7604 Intermediate Similarity NPD7640 Approved
0.7447 Intermediate Similarity NPD7900 Approved
0.7447 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7748 Approved
0.7356 Intermediate Similarity NPD7525 Registered
0.7326 Intermediate Similarity NPD6697 Approved
0.7326 Intermediate Similarity NPD6114 Approved
0.7326 Intermediate Similarity NPD6115 Approved
0.7326 Intermediate Similarity NPD6118 Approved
0.7283 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7902 Approved
0.7204 Intermediate Similarity NPD6051 Approved
0.7158 Intermediate Similarity NPD6399 Phase 3
0.71 Intermediate Similarity NPD7632 Discontinued
0.7097 Intermediate Similarity NPD6672 Approved
0.7097 Intermediate Similarity NPD5737 Approved
0.7093 Intermediate Similarity NPD6117 Approved
0.7065 Intermediate Similarity NPD6409 Approved
0.7065 Intermediate Similarity NPD6684 Approved
0.7065 Intermediate Similarity NPD5330 Approved
0.7065 Intermediate Similarity NPD7521 Approved
0.7065 Intermediate Similarity NPD7146 Approved
0.7065 Intermediate Similarity NPD7334 Approved
0.7059 Intermediate Similarity NPD6008 Approved
0.7053 Intermediate Similarity NPD7515 Phase 2
0.7045 Intermediate Similarity NPD7645 Phase 2
0.7011 Intermediate Similarity NPD6116 Phase 1
0.6916 Remote Similarity NPD8133 Approved
0.6915 Remote Similarity NPD6903 Approved
0.686 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6847 Remote Similarity NPD8294 Approved
0.6847 Remote Similarity NPD8377 Approved
0.6837 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5777 Approved
0.6818 Remote Similarity NPD7328 Approved
0.6818 Remote Similarity NPD7327 Approved
0.6786 Remote Similarity NPD8380 Approved
0.6786 Remote Similarity NPD8296 Approved
0.6786 Remote Similarity NPD8033 Approved
0.6786 Remote Similarity NPD8379 Approved
0.6786 Remote Similarity NPD8335 Approved
0.6786 Remote Similarity NPD8378 Approved
0.6782 Remote Similarity NPD7339 Approved
0.6782 Remote Similarity NPD6942 Approved
0.6778 Remote Similarity NPD6928 Phase 2
0.6757 Remote Similarity NPD7516 Approved
0.6731 Remote Similarity NPD6402 Approved
0.6731 Remote Similarity NPD7128 Approved
0.6731 Remote Similarity NPD5739 Approved
0.6731 Remote Similarity NPD6675 Approved
0.6702 Remote Similarity NPD6098 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6604 Remote Similarity NPD7320 Approved
0.6604 Remote Similarity NPD6899 Approved
0.6604 Remote Similarity NPD6881 Approved
0.6588 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6574 Remote Similarity NPD8130 Phase 1
0.6559 Remote Similarity NPD6695 Phase 3
0.6559 Remote Similarity NPD4788 Approved
0.6542 Remote Similarity NPD6373 Approved
0.6542 Remote Similarity NPD6372 Approved
0.6535 Remote Similarity NPD6083 Phase 2
0.6535 Remote Similarity NPD6084 Phase 2
0.6531 Remote Similarity NPD6079 Approved
0.6531 Remote Similarity NPD7637 Suspended
0.6526 Remote Similarity NPD3618 Phase 1
0.6517 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6514 Remote Similarity NPD8297 Approved
0.6509 Remote Similarity NPD5697 Approved
0.6509 Remote Similarity NPD5701 Approved
0.6489 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6489 Remote Similarity NPD3668 Phase 3
0.6481 Remote Similarity NPD6883 Approved
0.6481 Remote Similarity NPD7102 Approved
0.6481 Remote Similarity NPD7290 Approved
0.6458 Remote Similarity NPD7750 Discontinued
0.6458 Remote Similarity NPD3573 Approved
0.6455 Remote Similarity NPD4632 Approved
0.6452 Remote Similarity NPD3667 Approved
0.6449 Remote Similarity NPD6011 Approved
0.6441 Remote Similarity NPD7736 Approved
0.6437 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6650 Approved
0.6422 Remote Similarity NPD6617 Approved
0.6422 Remote Similarity NPD6649 Approved
0.6422 Remote Similarity NPD6869 Approved
0.6422 Remote Similarity NPD6847 Approved
0.641 Remote Similarity NPD7507 Approved
0.6404 Remote Similarity NPD3703 Phase 2
0.64 Remote Similarity NPD6001 Approved
0.6392 Remote Similarity NPD5208 Approved
0.6389 Remote Similarity NPD6014 Approved
0.6389 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6012 Approved
0.6389 Remote Similarity NPD6013 Approved
0.6364 Remote Similarity NPD6050 Approved
0.6364 Remote Similarity NPD6882 Approved
0.6364 Remote Similarity NPD5693 Phase 1
0.6355 Remote Similarity NPD6412 Phase 2
0.6354 Remote Similarity NPD8308 Discontinued
0.6348 Remote Similarity NPD7503 Approved
0.6337 Remote Similarity NPD5695 Phase 3
0.6311 Remote Similarity NPD5696 Approved
0.6304 Remote Similarity NPD6929 Approved
0.63 Remote Similarity NPD4202 Approved
0.63 Remote Similarity NPD8171 Discontinued
0.6292 Remote Similarity NPD6924 Approved
0.6292 Remote Similarity NPD6926 Approved
0.6289 Remote Similarity NPD7524 Approved
0.6289 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6009 Approved
0.6283 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7115 Discovery
0.6277 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4697 Phase 3
0.6275 Remote Similarity NPD5221 Approved
0.6275 Remote Similarity NPD5222 Approved
0.6263 Remote Similarity NPD5692 Phase 3
0.6261 Remote Similarity NPD6319 Approved
0.625 Remote Similarity NPD7319 Approved
0.625 Remote Similarity NPD4243 Approved
0.625 Remote Similarity NPD6081 Approved
0.6239 Remote Similarity NPD7604 Phase 2
0.6239 Remote Similarity NPD8328 Phase 3
0.6237 Remote Similarity NPD6931 Approved
0.6237 Remote Similarity NPD6930 Phase 2
0.6222 Remote Similarity NPD3702 Approved
0.6218 Remote Similarity NPD8293 Discontinued
0.6214 Remote Similarity NPD5173 Approved
0.6214 Remote Similarity NPD4755 Approved
0.6207 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5983 Phase 2
0.6207 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5954 Clinical (unspecified phase)
0.62 Remote Similarity NPD5694 Approved
0.6195 Remote Similarity NPD6868 Approved
0.6186 Remote Similarity NPD7492 Approved
0.6176 Remote Similarity NPD7991 Discontinued
0.6154 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD6933 Approved
0.6147 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6146 Remote Similarity NPD3665 Phase 1
0.6146 Remote Similarity NPD3666 Approved
0.6146 Remote Similarity NPD3133 Approved
0.6136 Remote Similarity NPD4787 Phase 1
0.6134 Remote Similarity NPD6616 Approved
0.6134 Remote Similarity NPD6336 Discontinued
0.6129 Remote Similarity NPD4195 Approved
0.6121 Remote Similarity NPD6054 Approved
0.6121 Remote Similarity NPD6059 Approved
0.6111 Remote Similarity NPD4785 Approved
0.6111 Remote Similarity NPD4784 Approved
0.61 Remote Similarity NPD5207 Approved
0.6095 Remote Similarity NPD8418 Phase 2
0.6095 Remote Similarity NPD4700 Approved
0.6095 Remote Similarity NPD4696 Approved
0.6095 Remote Similarity NPD5285 Approved
0.6095 Remote Similarity NPD5286 Approved
0.6092 Remote Similarity NPD5360 Phase 3
0.6092 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6091 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6335 Approved
0.6087 Remote Similarity NPD6925 Approved
0.6087 Remote Similarity NPD6932 Approved
0.6087 Remote Similarity NPD5776 Phase 2
0.6083 Remote Similarity NPD7078 Approved
0.6078 Remote Similarity NPD5707 Approved
0.6067 Remote Similarity NPD7152 Approved
0.6067 Remote Similarity NPD7151 Approved
0.6067 Remote Similarity NPD7150 Approved
0.6064 Remote Similarity NPD4748 Discontinued
0.6053 Remote Similarity NPD6274 Approved
0.6047 Remote Similarity NPD4224 Phase 2
0.604 Remote Similarity NPD7087 Discontinued
0.6038 Remote Similarity NPD5223 Approved
0.6036 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7100 Approved
0.6034 Remote Similarity NPD7101 Approved
0.6023 Remote Similarity NPD6922 Approved
0.6023 Remote Similarity NPD6923 Approved
0.6022 Remote Similarity NPD7145 Approved
0.6019 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6370 Approved
0.6 Remote Similarity NPD6686 Approved
0.6 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD6317 Approved
0.5981 Remote Similarity NPD4633 Approved
0.5981 Remote Similarity NPD5211 Phase 2

Structure

External Identifiers

PubChem CID   11734120
ChEMBL   CHEMBL450718
ZINC  

Physicochemical Properties

Molecular Weight:  526.40
ALogP:  2.8988
MLogP:  4.76
XLogP:  11.616
# Rotatable Bonds:  14
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  38

Download Data

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