Natural Product: NPC201607

Natural Product ID:  NPC201607
Common Name:   Papyriferic Acid
IUPAC Name:   3-[[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-12-acetyloxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid
Synonyms:   Papyriferic Acid
Molecular Formula:   C35H56O8
Standard InCHIKey:  RLVAVWQAAQFUOP-GNYBQDBLSA-N
Standard InCHI:  InChI=1S/C35H56O8/c1-20(36)41-22-18-24-32(6)14-12-25(42-28(39)19-27(37)38)30(2,3)23(32)11-16-33(24,7)34(8)15-10-21(29(22)34)35(9)17-13-26(43-35)31(4,5)40/h21-26,29,40H,10-19H2,1-9H3,(H,37,38)/t21-,22+,23-,24+,25+,26+,29-,32-,33+,34+,35-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CC[C@H](C([C@@H]3CC[C@]2([C@]2([C@H]1[C@H](CC2)[C@]1(C)CC[C@@H](O1)C(O)(C)C)C)C)(C)C)OC(=O)CC(=O)O
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
NPO4138.1 Betula platyphylla var. japonica Varieties Betulaceae Eukaryota Floral spikes PMID[17346076]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 52200 nM 22275465
NPT83 Cell Line MCF7 Homo sapiens IC50 = 71700 nM 22275465
NPT111 Cell Line K562 Homo sapiens IC50 = 47600 nM 22275465
NPT91 Cell Line KB Homo sapiens IC50 = 47800 nM 10869191

  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 NPC201607 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 NPC56777
0.9756 High Similarity NPC114378
0.9756 High Similarity NPC103782
0.9286 High Similarity NPC477283
0.9268 High Similarity NPC286719
0.9268 High Similarity NPC477286
0.9157 High Similarity NPC477285
0.9157 High Similarity NPC111582
0.9146 High Similarity NPC190940
0.9059 High Similarity NPC215968
0.9059 High Similarity NPC155531
0.881 High Similarity NPC477284
0.8764 High Similarity NPC473066
0.8675 High Similarity NPC477287
0.8588 High Similarity NPC154043
0.8588 High Similarity NPC202688
0.8588 High Similarity NPC60018
0.8587 High Similarity NPC116683
0.8452 Intermediate Similarity NPC81074
0.8452 Intermediate Similarity NPC477282
0.8434 Intermediate Similarity NPC133596
0.8434 Intermediate Similarity NPC212453
0.8434 Intermediate Similarity NPC64081
0.8434 Intermediate Similarity NPC11907
0.8434 Intermediate Similarity NPC474574
0.8387 Intermediate Similarity NPC237071
0.8387 Intermediate Similarity NPC238796
0.8387 Intermediate Similarity NPC203434
0.8295 Intermediate Similarity NPC266651
0.8261 Intermediate Similarity NPC182740
0.8261 Intermediate Similarity NPC256104
0.8261 Intermediate Similarity NPC122083
0.8261 Intermediate Similarity NPC211845
0.8256 Intermediate Similarity NPC470154
0.8256 Intermediate Similarity NPC73515
0.8235 Intermediate Similarity NPC476176
0.8235 Intermediate Similarity NPC220379
0.8193 Intermediate Similarity NPC270306
0.8193 Intermediate Similarity NPC231680
0.8193 Intermediate Similarity NPC91387
0.8191 Intermediate Similarity NPC156377
0.8172 Intermediate Similarity NPC151214
0.8172 Intermediate Similarity NPC191915
0.8161 Intermediate Similarity NPC477446
0.8161 Intermediate Similarity NPC311642
0.8161 Intermediate Similarity NPC164289
0.8161 Intermediate Similarity NPC477447
0.8161 Intermediate Similarity NPC475388
0.8161 Intermediate Similarity NPC100366
0.8161 Intermediate Similarity NPC13494
0.8161 Intermediate Similarity NPC470155
0.8161 Intermediate Similarity NPC242771
0.814 Intermediate Similarity NPC472951
0.814 Intermediate Similarity NPC472943
0.8132 Intermediate Similarity NPC82955
0.8118 Intermediate Similarity NPC471045
0.8085 Intermediate Similarity NPC94582
0.8085 Intermediate Similarity NPC57964
0.8072 Intermediate Similarity NPC472944
0.8072 Intermediate Similarity NPC472945
0.8068 Intermediate Similarity NPC470070
0.8068 Intermediate Similarity NPC268578
0.8068 Intermediate Similarity NPC217559
0.8068 Intermediate Similarity NPC292458
0.8046 Intermediate Similarity NPC470156
0.8043 Intermediate Similarity NPC470114
0.8041 Intermediate Similarity NPC475574
0.8041 Intermediate Similarity NPC108227
0.8041 Intermediate Similarity NPC472081
0.8041 Intermediate Similarity NPC476512
0.8022 Intermediate Similarity NPC471221
0.8021 Intermediate Similarity NPC292775
0.8 Intermediate Similarity NPC252056
0.8 Intermediate Similarity NPC131365
0.8 Intermediate Similarity NPC80700
0.8 Intermediate Similarity NPC171658
0.7978 Intermediate Similarity NPC473336
0.7978 Intermediate Similarity NPC319909
0.7978 Intermediate Similarity NPC471044
0.7978 Intermediate Similarity NPC18953
0.7959 Intermediate Similarity NPC470029
0.7959 Intermediate Similarity NPC114700
0.7959 Intermediate Similarity NPC134967
0.7959 Intermediate Similarity NPC310138
0.7957 Intermediate Similarity NPC229801
0.7957 Intermediate Similarity NPC210759
0.7957 Intermediate Similarity NPC307167
0.7955 Intermediate Similarity NPC148740
0.7955 Intermediate Similarity NPC121121
0.7955 Intermediate Similarity NPC102156
0.7955 Intermediate Similarity NPC477936
0.7938 Intermediate Similarity NPC470030
0.7935 Intermediate Similarity NPC20822
0.7935 Intermediate Similarity NPC24705
0.7935 Intermediate Similarity NPC56962
0.7931 Intermediate Similarity NPC474714
0.7917 Intermediate Similarity NPC253586
0.7912 Intermediate Similarity NPC161928
0.7912 Intermediate Similarity NPC210658
0.7912 Intermediate Similarity NPC43912
0.7912 Intermediate Similarity NPC5943
0.7912 Intermediate Similarity NPC140446
0.7895 Intermediate Similarity NPC21897
0.7879 Intermediate Similarity NPC97260
0.7879 Intermediate Similarity NPC476837
0.7879 Intermediate Similarity NPC139181
0.7872 Intermediate Similarity NPC167644
0.7872 Intermediate Similarity NPC311246
0.7864 Intermediate Similarity NPC272242
0.7849 Intermediate Similarity NPC473542
0.7841 Intermediate Similarity NPC58631
0.7841 Intermediate Similarity NPC116320
0.7841 Intermediate Similarity NPC119922
0.7826 Intermediate Similarity NPC128475
0.7816 Intermediate Similarity NPC31302
0.7816 Intermediate Similarity NPC245029
0.7816 Intermediate Similarity NPC80891
0.7816 Intermediate Similarity NPC201276
0.7812 Intermediate Similarity NPC296936
0.7802 Intermediate Similarity NPC471411
0.7802 Intermediate Similarity NPC92139
0.7802 Intermediate Similarity NPC472272
0.7802 Intermediate Similarity NPC64862
0.7802 Intermediate Similarity NPC471410
0.78 Intermediate Similarity NPC469827
0.7789 Intermediate Similarity NPC3538
0.7789 Intermediate Similarity NPC252253
0.7789 Intermediate Similarity NPC477224
0.7789 Intermediate Similarity NPC305418
0.7789 Intermediate Similarity NPC113500
0.7789 Intermediate Similarity NPC206878
0.7789 Intermediate Similarity NPC45959
0.7789 Intermediate Similarity NPC175
0.7778 Intermediate Similarity NPC320824
0.7778 Intermediate Similarity NPC65133
0.7766 Intermediate Similarity NPC219516
0.7766 Intermediate Similarity NPC149966
0.7766 Intermediate Similarity NPC5632
0.7765 Intermediate Similarity NPC317242
0.7765 Intermediate Similarity NPC186851
0.7765 Intermediate Similarity NPC243027
0.7765 Intermediate Similarity NPC158208
0.7765 Intermediate Similarity NPC196136
0.7755 Intermediate Similarity NPC108371
0.7753 Intermediate Similarity NPC477935
0.7753 Intermediate Similarity NPC470611
0.7745 Intermediate Similarity NPC469826
0.7742 Intermediate Similarity NPC61688
0.7742 Intermediate Similarity NPC131466
0.7742 Intermediate Similarity NPC200580
0.7732 Intermediate Similarity NPC472273
0.7732 Intermediate Similarity NPC470591
0.7727 Intermediate Similarity NPC261616
0.7727 Intermediate Similarity NPC16449
0.7723 Intermediate Similarity NPC166079
0.7723 Intermediate Similarity NPC306776
0.7717 Intermediate Similarity NPC45833
0.7717 Intermediate Similarity NPC263802
0.7717 Intermediate Similarity NPC202937
0.7717 Intermediate Similarity NPC213658
0.7717 Intermediate Similarity NPC62202
0.7717 Intermediate Similarity NPC110365
0.7714 Intermediate Similarity NPC102619
0.7708 Intermediate Similarity NPC473065
0.7708 Intermediate Similarity NPC473067
0.7708 Intermediate Similarity NPC62407
0.7708 Intermediate Similarity NPC473064
0.7708 Intermediate Similarity NPC287354
0.7701 Intermediate Similarity NPC191345
0.7701 Intermediate Similarity NPC34046
0.7701 Intermediate Similarity NPC171426
0.7701 Intermediate Similarity NPC324700
0.7701 Intermediate Similarity NPC252483
0.7701 Intermediate Similarity NPC43463
0.7701 Intermediate Similarity NPC80089
0.7701 Intermediate Similarity NPC224802
0.7692 Intermediate Similarity NPC290612
0.7684 Intermediate Similarity NPC144790
0.7684 Intermediate Similarity NPC476189
0.7684 Intermediate Similarity NPC475307
0.7684 Intermediate Similarity NPC149400
0.7684 Intermediate Similarity NPC88962
0.7677 Intermediate Similarity NPC178853
0.7677 Intermediate Similarity NPC476838
0.7677 Intermediate Similarity NPC476839
0.7674 Intermediate Similarity NPC136424
0.7674 Intermediate Similarity NPC163597
0.7667 Intermediate Similarity NPC2572
0.7667 Intermediate Similarity NPC69953
0.7667 Intermediate Similarity NPC29342
0.766 Intermediate Similarity NPC279329
0.766 Intermediate Similarity NPC473269
0.7647 Intermediate Similarity NPC192501
0.7647 Intermediate Similarity NPC10476
0.7647 Intermediate Similarity NPC228994
0.764 Intermediate Similarity NPC211049
0.764 Intermediate Similarity NPC12933
0.7634 Intermediate Similarity NPC476435
0.7634 Intermediate Similarity NPC476379
0.7634 Intermediate Similarity NPC281004

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC201607 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
0.7701 Intermediate Similarity NPD6115 Approved
0.7701 Intermediate Similarity NPD6118 Approved
0.7701 Intermediate Similarity NPD6114 Approved
0.7701 Intermediate Similarity NPD6697 Approved
0.759 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6116 Phase 1
0.75 Intermediate Similarity NPD8171 Discontinued
0.7471 Intermediate Similarity NPD6117 Approved
0.7282 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6928 Phase 2
0.7041 Intermediate Similarity NPD8034 Phase 2
0.7041 Intermediate Similarity NPD8035 Phase 2
0.699 Remote Similarity NPD1700 Approved
0.6818 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6778 Remote Similarity NPD3702 Approved
0.6778 Remote Similarity NPD3703 Phase 2
0.6757 Remote Similarity NPD8133 Approved
0.6696 Remote Similarity NPD8377 Approved
0.6696 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD5360 Phase 3
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6638 Remote Similarity NPD8033 Approved
0.6638 Remote Similarity NPD8380 Approved
0.6638 Remote Similarity NPD8296 Approved
0.6638 Remote Similarity NPD8379 Approved
0.6638 Remote Similarity NPD8335 Approved
0.6638 Remote Similarity NPD8378 Approved
0.6629 Remote Similarity NPD5777 Approved
0.6629 Remote Similarity NPD6081 Approved
0.6609 Remote Similarity NPD7516 Approved
0.6606 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6598 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6583 Remote Similarity NPD7736 Approved
0.6562 Remote Similarity NPD3669 Approved
0.6562 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6319 Approved
0.6529 Remote Similarity NPD7319 Approved
0.6518 Remote Similarity NPD8297 Approved
0.6517 Remote Similarity NPD4787 Phase 1
0.65 Remote Similarity NPD8293 Discontinued
0.6476 Remote Similarity NPD7638 Approved
0.6471 Remote Similarity NPD7492 Approved
0.6437 Remote Similarity NPD4224 Phase 2
0.6435 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6421 Remote Similarity NPD7525 Registered
0.6417 Remote Similarity NPD7507 Approved
0.6417 Remote Similarity NPD6616 Approved
0.6415 Remote Similarity NPD7639 Approved
0.6415 Remote Similarity NPD8418 Phase 2
0.6415 Remote Similarity NPD7640 Approved
0.641 Remote Similarity NPD6059 Approved
0.641 Remote Similarity NPD6054 Approved
0.6396 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6395 Remote Similarity NPD371 Approved
0.6364 Remote Similarity NPD7078 Approved
0.6348 Remote Similarity NPD6940 Discontinued
0.6346 Remote Similarity NPD7991 Discontinued
0.6333 Remote Similarity NPD4245 Approved
0.6333 Remote Similarity NPD4789 Approved
0.6333 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4244 Approved
0.6321 Remote Similarity NPD4225 Approved
0.6311 Remote Similarity NPD6399 Phase 3
0.6306 Remote Similarity NPD7320 Approved
0.6303 Remote Similarity NPD6370 Approved
0.6296 Remote Similarity NPD7632 Discontinued
0.6293 Remote Similarity NPD7115 Discovery
0.6273 Remote Similarity NPD5739 Approved
0.6273 Remote Similarity NPD7128 Approved
0.6273 Remote Similarity NPD6402 Approved
0.6273 Remote Similarity NPD6675 Approved
0.6264 Remote Similarity NPD4758 Discontinued
0.625 Remote Similarity NPD6373 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD6372 Approved
0.6222 Remote Similarity NPD3698 Phase 2
0.6218 Remote Similarity NPD6016 Approved
0.6218 Remote Similarity NPD6015 Approved
0.6211 Remote Similarity NPD5364 Discontinued
0.6195 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6174 Remote Similarity NPD4632 Approved
0.6167 Remote Similarity NPD5988 Approved
0.6161 Remote Similarity NPD6899 Approved
0.6161 Remote Similarity NPD6881 Approved
0.614 Remote Similarity NPD6650 Approved
0.614 Remote Similarity NPD8130 Phase 1
0.614 Remote Similarity NPD6649 Approved
0.6136 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6008 Approved
0.6116 Remote Similarity NPD8328 Phase 3
0.6095 Remote Similarity NPD7748 Approved
0.6087 Remote Similarity NPD6882 Approved
0.6083 Remote Similarity NPD6921 Approved
0.6083 Remote Similarity NPD7503 Approved
0.6075 Remote Similarity NPD7902 Approved
0.6071 Remote Similarity NPD5697 Approved
0.6071 Remote Similarity NPD5701 Approved
0.6058 Remote Similarity NPD7637 Suspended
0.6053 Remote Similarity NPD7290 Approved
0.6053 Remote Similarity NPD6883 Approved
0.6053 Remote Similarity NPD4634 Approved
0.6053 Remote Similarity NPD7102 Approved
0.6042 Remote Similarity NPD3671 Phase 1
0.6036 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6036 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6847 Approved
0.598 Remote Similarity NPD7524 Approved
0.5965 Remote Similarity NPD6012 Approved
0.5965 Remote Similarity NPD6013 Approved
0.5965 Remote Similarity NPD6014 Approved
0.5957 Remote Similarity NPD1810 Approved
0.5957 Remote Similarity NPD1811 Approved
0.5934 Remote Similarity NPD229 Approved
0.5929 Remote Similarity NPD6412 Phase 2
0.5929 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6084 Phase 2
0.5926 Remote Similarity NPD6083 Phase 2
0.592 Remote Similarity NPD6033 Approved
0.5888 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6009 Approved
0.5882 Remote Similarity NPD8308 Discontinued
0.5877 Remote Similarity NPD6686 Approved
0.5877 Remote Similarity NPD6011 Approved
0.5877 Remote Similarity NPD8174 Phase 2
0.5876 Remote Similarity NPD4802 Phase 2
0.5876 Remote Similarity NPD4238 Approved
0.5862 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5859 Remote Similarity NPD1780 Approved
0.5859 Remote Similarity NPD1779 Approved
0.5854 Remote Similarity NPD7604 Phase 2
0.5842 Remote Similarity NPD7338 Clinical (unspecified phase)
0.582 Remote Similarity NPD5983 Phase 2
0.581 Remote Similarity NPD6701 Clinical (unspecified phase)
0.581 Remote Similarity NPD6700 Approved
0.5806 Remote Similarity NPD2686 Approved
0.5806 Remote Similarity NPD2687 Approved
0.5806 Remote Similarity NPD2254 Approved
0.5794 Remote Similarity NPD7900 Approved
0.5794 Remote Similarity NPD7901 Clinical (unspecified phase)
0.578 Remote Similarity NPD4755 Approved
0.5763 Remote Similarity NPD8298 Phase 2
0.576 Remote Similarity NPD6336 Discontinued
0.5755 Remote Similarity NPD7515 Phase 2
0.5755 Remote Similarity NPD6703 Approved
0.5755 Remote Similarity NPD6702 Approved
0.5743 Remote Similarity NPD6695 Phase 3
0.5743 Remote Similarity NPD4788 Approved
0.5741 Remote Similarity NPD5695 Phase 3
0.5727 Remote Similarity NPD5696 Approved
0.5714 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD6051 Approved
0.5701 Remote Similarity NPD4202 Approved
0.5686 Remote Similarity NPD4786 Approved
0.5676 Remote Similarity NPD5285 Approved
0.5676 Remote Similarity NPD5286 Approved
0.5676 Remote Similarity NPD4700 Approved
0.5676 Remote Similarity NPD4696 Approved
0.5673 Remote Similarity NPD7750 Discontinued
0.5667 Remote Similarity NPD6274 Approved
0.5667 Remote Similarity NPD7909 Approved
0.5657 Remote Similarity NPD7645 Phase 2
0.5656 Remote Similarity NPD7100 Approved
0.5656 Remote Similarity NPD7101 Approved
0.5652 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6903 Approved
0.5619 Remote Similarity NPD6672 Approved
0.5619 Remote Similarity NPD5737 Approved
0.5619 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6079 Approved
0.5604 Remote Similarity NPD9496 Clinical (unspecified phase)
0.56 Remote Similarity NPD6067 Discontinued

Structure

External Identifiers

PubChem CID   441683
ChEMBL   CHEMBL224050
ZINC  

Physicochemical Properties

Molecular Weight:  604.40
ALogP:  1.368
MLogP:  4.43
XLogP:  8.315
# Rotatable Bonds:  19
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  43

Download Data

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