Natural Product: NPC74727

Natural Product ID:  NPC74727
Common Name:   3Beta-Hydroxycucurbita-5,24(E)-Diene-11-One-26-Al-3-O-Beta-D-Glucopyranoside
IUPAC Name:   (E,6R)-2-methyl-6-[(3S,8S,9R,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-11-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enal
Synonyms:  
Molecular Formula:   C36H56O8
Standard InCHIKey:  HSPLIGHIUTWLFK-BPACAZBYSA-N
Standard InCHI:  InChI=1S/C36H56O8/c1-20(18-37)9-8-10-21(2)22-15-16-34(5)26-13-11-23-24(36(26,7)27(39)17-35(22,34)6)12-14-28(33(23,3)4)44-32-31(42)30(41)29(40)25(19-38)43-32/h9,11,18,21-22,24-26,28-32,38,40-42H,8,10,12-17,19H2,1-7H3/b20-9+/t21-,22-,24-,25-,26+,28+,29-,30+,31-,32+,34+,35-,36+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@@H]3C(=CC[C@@H]4[C@@]3(C)C(=O)C[C@]3([C@@]4(C)CC[C@@H]3[C@@H](CC/C=C(/C=O)C)C)C)C2(C)C)[C@@H]([C@H]([C@@H]1O)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
NPO33474 hemsleya penxianensis Species Cucurbitaceae Eukaryota PMID[24717151]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 0.46 ug/ml PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens IC50 = 0.64 ug/ml 20408555
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 0.78 ug/ml 26231157

  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 NPC74727 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
0.9434 High Similarity NPC154856
0.9434 High Similarity NPC475317
0.9434 High Similarity NPC52241
0.9352 High Similarity NPC260665
0.934 High Similarity NPC246205
0.9266 High Similarity NPC165439
0.9259 High Similarity NPC210420
0.9259 High Similarity NPC474265
0.9259 High Similarity NPC130427
0.9091 High Similarity NPC473882
0.9091 High Similarity NPC474557
0.9065 High Similarity NPC295389
0.9018 High Similarity NPC45475
0.9009 High Similarity NPC279638
0.9 High Similarity NPC477944
0.8991 High Similarity NPC285410
0.8991 High Similarity NPC250481
0.8991 High Similarity NPC263827
0.8947 High Similarity NPC202051
0.8899 High Similarity NPC129340
0.8879 High Similarity NPC210178
0.887 High Similarity NPC475431
0.886 High Similarity NPC308459
0.885 High Similarity NPC239293
0.8829 High Similarity NPC62696
0.8829 High Similarity NPC293038
0.8829 High Similarity NPC251309
0.8818 High Similarity NPC269466
0.8807 High Similarity NPC118225
0.8807 High Similarity NPC265655
0.8807 High Similarity NPC8431
0.8783 High Similarity NPC476675
0.8772 High Similarity NPC190939
0.8772 High Similarity NPC197003
0.875 High Similarity NPC102088
0.875 High Similarity NPC477580
0.8739 High Similarity NPC471967
0.8739 High Similarity NPC477253
0.8739 High Similarity NPC233003
0.8716 High Similarity NPC195708
0.8707 High Similarity NPC28532
0.8704 High Similarity NPC162033
0.8704 High Similarity NPC95243
0.8704 High Similarity NPC63023
0.8696 High Similarity NPC471406
0.8696 High Similarity NPC470312
0.8684 High Similarity NPC475632
0.8684 High Similarity NPC86020
0.8673 High Similarity NPC244127
0.8661 High Similarity NPC178981
0.8649 High Similarity NPC274833
0.8649 High Similarity NPC292196
0.8644 High Similarity NPC47113
0.8644 High Similarity NPC174367
0.8636 High Similarity NPC477070
0.8636 High Similarity NPC477069
0.8611 High Similarity NPC223741
0.8611 High Similarity NPC121566
0.8611 High Similarity NPC100955
0.8609 High Similarity NPC161738
0.8596 High Similarity NPC477252
0.8584 High Similarity NPC475163
0.8583 High Similarity NPC476966
0.8583 High Similarity NPC471407
0.8571 High Similarity NPC473890
0.8571 High Similarity NPC243728
0.8571 High Similarity NPC472719
0.8571 High Similarity NPC207845
0.8559 High Similarity NPC27551
0.8559 High Similarity NPC475194
0.8559 High Similarity NPC318135
0.8559 High Similarity NPC101450
0.8559 High Similarity NPC274507
0.8559 High Similarity NPC114961
0.8545 High Similarity NPC272576
0.8534 High Similarity NPC472257
0.8534 High Similarity NPC129393
0.8534 High Similarity NPC475187
0.8522 High Similarity NPC473828
0.8522 High Similarity NPC473617
0.8509 High Similarity NPC207637
0.8509 High Similarity NPC31797
0.85 High Similarity NPC168899
0.85 High Similarity NPC245094
0.85 High Similarity NPC69273
0.85 High Similarity NPC293623
0.8496 Intermediate Similarity NPC200944
0.8496 Intermediate Similarity NPC73455
0.8496 Intermediate Similarity NPC255017
0.8496 Intermediate Similarity NPC73986
0.8491 Intermediate Similarity NPC158088
0.8491 Intermediate Similarity NPC56071
0.8491 Intermediate Similarity NPC70733
0.8482 Intermediate Similarity NPC30397
0.8482 Intermediate Similarity NPC191763
0.8482 Intermediate Similarity NPC235841
0.8482 Intermediate Similarity NPC108748
0.8482 Intermediate Similarity NPC211798
0.8482 Intermediate Similarity NPC473481
0.8482 Intermediate Similarity NPC471243
0.8482 Intermediate Similarity NPC477073
0.8482 Intermediate Similarity NPC297208
0.8468 Intermediate Similarity NPC237503
0.8468 Intermediate Similarity NPC167383
0.8468 Intermediate Similarity NPC57362
0.8468 Intermediate Similarity NPC306746
0.8468 Intermediate Similarity NPC204407
0.8468 Intermediate Similarity NPC137917
0.8462 Intermediate Similarity NPC182900
0.8462 Intermediate Similarity NPC475182
0.8462 Intermediate Similarity NPC476544
0.8462 Intermediate Similarity NPC249553
0.8462 Intermediate Similarity NPC476543
0.8462 Intermediate Similarity NPC476672
0.8462 Intermediate Similarity NPC42675
0.8462 Intermediate Similarity NPC476545
0.8455 Intermediate Similarity NPC293512
0.8448 Intermediate Similarity NPC477071
0.8443 Intermediate Similarity NPC471855
0.8443 Intermediate Similarity NPC231240
0.844 Intermediate Similarity NPC75608
0.844 Intermediate Similarity NPC221562
0.844 Intermediate Similarity NPC470885
0.844 Intermediate Similarity NPC93352
0.844 Intermediate Similarity NPC187400
0.8435 Intermediate Similarity NPC309433
0.8426 Intermediate Similarity NPC136816
0.8426 Intermediate Similarity NPC94919
0.8426 Intermediate Similarity NPC154452
0.8426 Intermediate Similarity NPC272015
0.8421 Intermediate Similarity NPC220293
0.8421 Intermediate Similarity NPC116024
0.8411 Intermediate Similarity NPC282669
0.8411 Intermediate Similarity NPC473200
0.8411 Intermediate Similarity NPC7341
0.8407 Intermediate Similarity NPC116794
0.8407 Intermediate Similarity NPC100383
0.8407 Intermediate Similarity NPC46388
0.8407 Intermediate Similarity NPC37739
0.8407 Intermediate Similarity NPC128925
0.8407 Intermediate Similarity NPC256798
0.8403 Intermediate Similarity NPC473505
0.8393 Intermediate Similarity NPC174679
0.8393 Intermediate Similarity NPC102914
0.8393 Intermediate Similarity NPC269095
0.8393 Intermediate Similarity NPC110139
0.8393 Intermediate Similarity NPC279554
0.8393 Intermediate Similarity NPC476884
0.8393 Intermediate Similarity NPC136877
0.8393 Intermediate Similarity NPC476887
0.8393 Intermediate Similarity NPC476885
0.8393 Intermediate Similarity NPC199457
0.8393 Intermediate Similarity NPC75747
0.8393 Intermediate Similarity NPC127056
0.8393 Intermediate Similarity NPC476883
0.8393 Intermediate Similarity NPC108709
0.8393 Intermediate Similarity NPC270667
0.8393 Intermediate Similarity NPC474589
0.8393 Intermediate Similarity NPC475296
0.8393 Intermediate Similarity NPC476881
0.8393 Intermediate Similarity NPC476880
0.8393 Intermediate Similarity NPC68419
0.8393 Intermediate Similarity NPC476882
0.8393 Intermediate Similarity NPC90856
0.8393 Intermediate Similarity NPC7870
0.8393 Intermediate Similarity NPC56713
0.8393 Intermediate Similarity NPC164194
0.8393 Intermediate Similarity NPC29069
0.8393 Intermediate Similarity NPC78046
0.8393 Intermediate Similarity NPC59804
0.8393 Intermediate Similarity NPC476886
0.8393 Intermediate Similarity NPC220984
0.839 Intermediate Similarity NPC169816
0.839 Intermediate Similarity NPC94072
0.839 Intermediate Similarity NPC156789
0.839 Intermediate Similarity NPC15918
0.839 Intermediate Similarity NPC305771
0.8381 Intermediate Similarity NPC108141
0.8378 Intermediate Similarity NPC177246
0.8378 Intermediate Similarity NPC476123
0.8378 Intermediate Similarity NPC284807
0.8378 Intermediate Similarity NPC258323
0.8378 Intermediate Similarity NPC295980
0.8378 Intermediate Similarity NPC28198
0.8378 Intermediate Similarity NPC473288
0.8378 Intermediate Similarity NPC88744
0.8376 Intermediate Similarity NPC476670
0.8376 Intermediate Similarity NPC241192
0.8374 Intermediate Similarity NPC316915
0.8364 Intermediate Similarity NPC473199
0.8364 Intermediate Similarity NPC309448
0.8364 Intermediate Similarity NPC242748
0.8364 Intermediate Similarity NPC473923
0.8364 Intermediate Similarity NPC473476
0.8362 Intermediate Similarity NPC291564
0.8361 Intermediate Similarity NPC173347
0.8361 Intermediate Similarity NPC241008
0.8349 Intermediate Similarity NPC473198
0.8348 Intermediate Similarity NPC473126
0.8348 Intermediate Similarity NPC302471

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC74727 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
0.8972 High Similarity NPD6412 Phase 2
0.8333 Intermediate Similarity NPD7507 Approved
0.8214 Intermediate Similarity NPD6686 Approved
0.8142 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.813 Intermediate Similarity NPD7319 Approved
0.8083 Intermediate Similarity NPD6370 Approved
0.8049 Intermediate Similarity NPD7736 Approved
0.8017 Intermediate Similarity NPD8328 Phase 3
0.7917 Intermediate Similarity NPD6054 Approved
0.7851 Intermediate Similarity NPD8033 Approved
0.7823 Intermediate Similarity NPD8293 Discontinued
0.7778 Intermediate Similarity NPD6882 Approved
0.7778 Intermediate Similarity NPD8297 Approved
0.7769 Intermediate Similarity NPD8377 Approved
0.7769 Intermediate Similarity NPD8294 Approved
0.7769 Intermediate Similarity NPD6059 Approved
0.775 Intermediate Similarity NPD7328 Approved
0.775 Intermediate Similarity NPD7327 Approved
0.7712 Intermediate Similarity NPD8133 Approved
0.7705 Intermediate Similarity NPD8379 Approved
0.7705 Intermediate Similarity NPD6016 Approved
0.7705 Intermediate Similarity NPD6015 Approved
0.7705 Intermediate Similarity NPD8378 Approved
0.7705 Intermediate Similarity NPD8296 Approved
0.7705 Intermediate Similarity NPD8380 Approved
0.7705 Intermediate Similarity NPD8335 Approved
0.7705 Intermediate Similarity NPD7503 Approved
0.7686 Intermediate Similarity NPD7516 Approved
0.7667 Intermediate Similarity NPD6009 Approved
0.7667 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD7492 Approved
0.7642 Intermediate Similarity NPD5988 Approved
0.7623 Intermediate Similarity NPD6319 Approved
0.76 Intermediate Similarity NPD6616 Approved
0.7581 Intermediate Similarity NPD6067 Discontinued
0.7563 Intermediate Similarity NPD4632 Approved
0.754 Intermediate Similarity NPD7078 Approved
0.7523 Intermediate Similarity NPD6399 Phase 3
0.7521 Intermediate Similarity NPD7115 Discovery
0.7436 Intermediate Similarity NPD6899 Approved
0.7436 Intermediate Similarity NPD6881 Approved
0.7431 Intermediate Similarity NPD6079 Approved
0.7429 Intermediate Similarity NPD4786 Approved
0.7414 Intermediate Similarity NPD6675 Approved
0.7414 Intermediate Similarity NPD7128 Approved
0.7414 Intermediate Similarity NPD6402 Approved
0.7414 Intermediate Similarity NPD5739 Approved
0.7407 Intermediate Similarity NPD5328 Approved
0.7395 Intermediate Similarity NPD8130 Phase 1
0.7395 Intermediate Similarity NPD6650 Approved
0.7395 Intermediate Similarity NPD6649 Approved
0.7373 Intermediate Similarity NPD6373 Approved
0.7373 Intermediate Similarity NPD6372 Approved
0.735 Intermediate Similarity NPD5697 Approved
0.7328 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD4697 Phase 3
0.7311 Intermediate Similarity NPD4634 Approved
0.7311 Intermediate Similarity NPD6883 Approved
0.7311 Intermediate Similarity NPD7102 Approved
0.7311 Intermediate Similarity NPD7290 Approved
0.7297 Intermediate Similarity NPD7748 Approved
0.729 Intermediate Similarity NPD3618 Phase 1
0.7288 Intermediate Similarity NPD7320 Approved
0.7281 Intermediate Similarity NPD4696 Approved
0.7281 Intermediate Similarity NPD5285 Approved
0.7281 Intermediate Similarity NPD5286 Approved
0.7257 Intermediate Similarity NPD6083 Phase 2
0.7257 Intermediate Similarity NPD6084 Phase 2
0.7257 Intermediate Similarity NPD4755 Approved
0.7257 Intermediate Similarity NPD7902 Approved
0.725 Intermediate Similarity NPD6869 Approved
0.725 Intermediate Similarity NPD6617 Approved
0.725 Intermediate Similarity NPD6847 Approved
0.7238 Intermediate Similarity NPD3667 Approved
0.7227 Intermediate Similarity NPD6012 Approved
0.7227 Intermediate Similarity NPD6014 Approved
0.7227 Intermediate Similarity NPD6013 Approved
0.7209 Intermediate Similarity NPD6033 Approved
0.7207 Intermediate Similarity NPD4202 Approved
0.7203 Intermediate Similarity NPD5701 Approved
0.7193 Intermediate Similarity NPD7638 Approved
0.7168 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD5222 Approved
0.7168 Intermediate Similarity NPD5221 Approved
0.7165 Intermediate Similarity NPD7604 Phase 2
0.7155 Intermediate Similarity NPD5225 Approved
0.7155 Intermediate Similarity NPD5224 Approved
0.7155 Intermediate Similarity NPD5211 Phase 2
0.7155 Intermediate Similarity NPD4633 Approved
0.7155 Intermediate Similarity NPD5226 Approved
0.7143 Intermediate Similarity NPD6011 Approved
0.7143 Intermediate Similarity NPD5983 Phase 2
0.713 Intermediate Similarity NPD7640 Approved
0.713 Intermediate Similarity NPD4700 Approved
0.713 Intermediate Similarity NPD7639 Approved
0.7119 Intermediate Similarity NPD6008 Approved
0.7117 Intermediate Similarity NPD7515 Phase 2
0.7105 Intermediate Similarity NPD5173 Approved
0.7103 Intermediate Similarity NPD3665 Phase 1
0.7103 Intermediate Similarity NPD3666 Approved
0.7103 Intermediate Similarity NPD3133 Approved
0.7094 Intermediate Similarity NPD5174 Approved
0.7094 Intermediate Similarity NPD5175 Approved
0.7091 Intermediate Similarity NPD4753 Phase 2
0.7069 Intermediate Similarity NPD5223 Approved
0.7054 Intermediate Similarity NPD6336 Discontinued
0.7034 Intermediate Similarity NPD5141 Approved
0.7008 Intermediate Similarity NPD8513 Phase 3
0.7008 Intermediate Similarity NPD8515 Approved
0.7008 Intermediate Similarity NPD8516 Approved
0.7008 Intermediate Similarity NPD8517 Approved
0.7 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD6672 Approved
0.7 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4729 Approved
0.7 Intermediate Similarity NPD4730 Approved
0.6991 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6991 Remote Similarity NPD7900 Approved
0.6975 Remote Similarity NPD4768 Approved
0.6975 Remote Similarity NPD4767 Approved
0.6972 Remote Similarity NPD7334 Approved
0.6972 Remote Similarity NPD7521 Approved
0.6972 Remote Similarity NPD6409 Approved
0.6972 Remote Similarity NPD7146 Approved
0.6972 Remote Similarity NPD5330 Approved
0.6972 Remote Similarity NPD6684 Approved
0.697 Remote Similarity NPD5956 Approved
0.6967 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6964 Remote Similarity NPD8034 Phase 2
0.6964 Remote Similarity NPD8035 Phase 2
0.6942 Remote Similarity NPD4061 Clinical (unspecified phase)
0.693 Remote Similarity NPD5695 Phase 3
0.693 Remote Similarity NPD4629 Approved
0.693 Remote Similarity NPD5210 Approved
0.6897 Remote Similarity NPD5696 Approved
0.6885 Remote Similarity NPD5250 Approved
0.6885 Remote Similarity NPD5247 Approved
0.6885 Remote Similarity NPD5249 Phase 3
0.6885 Remote Similarity NPD5248 Approved
0.6885 Remote Similarity NPD5251 Approved
0.688 Remote Similarity NPD6274 Approved
0.686 Remote Similarity NPD5128 Approved
0.685 Remote Similarity NPD7101 Approved
0.685 Remote Similarity NPD7100 Approved
0.6847 Remote Similarity NPD6903 Approved
0.6818 Remote Similarity NPD8336 Approved
0.6818 Remote Similarity NPD8337 Approved
0.6818 Remote Similarity NPD5279 Phase 3
0.6807 Remote Similarity NPD4754 Approved
0.6789 Remote Similarity NPD3668 Phase 3
0.6772 Remote Similarity NPD6335 Approved
0.6759 Remote Similarity NPD4221 Approved
0.6759 Remote Similarity NPD4223 Phase 3
0.6754 Remote Similarity NPD8171 Discontinued
0.6752 Remote Similarity NPD4225 Approved
0.6748 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6746 Remote Similarity NPD6868 Approved
0.6741 Remote Similarity NPD8449 Approved
0.6727 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5329 Approved
0.6726 Remote Similarity NPD46 Approved
0.6726 Remote Similarity NPD6698 Approved
0.6694 Remote Similarity NPD5217 Approved
0.6694 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6694 Remote Similarity NPD5215 Approved
0.6694 Remote Similarity NPD5216 Approved
0.6693 Remote Similarity NPD6317 Approved
0.6691 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6641 Remote Similarity NPD6313 Approved
0.6641 Remote Similarity NPD7641 Discontinued
0.6641 Remote Similarity NPD6314 Approved
0.664 Remote Similarity NPD6053 Discontinued
0.6638 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6080 Approved
0.6637 Remote Similarity NPD6904 Approved
0.6637 Remote Similarity NPD6673 Approved
0.6636 Remote Similarity NPD4197 Approved
0.6618 Remote Similarity NPD8338 Approved
0.6615 Remote Similarity NPD6909 Approved
0.6615 Remote Similarity NPD6908 Approved
0.6613 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6613 Remote Similarity NPD5135 Approved
0.6613 Remote Similarity NPD5169 Approved
0.6607 Remote Similarity NPD7524 Approved
0.6607 Remote Similarity NPD3573 Approved
0.6589 Remote Similarity NPD4522 Approved
0.6585 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5168 Approved
0.6583 Remote Similarity NPD7632 Discontinued
0.6574 Remote Similarity NPD7525 Registered
0.6574 Remote Similarity NPD4695 Discontinued
0.6571 Remote Similarity NPD7339 Approved
0.6571 Remote Similarity NPD6942 Approved
0.656 Remote Similarity NPD5127 Approved
0.6545 Remote Similarity NPD4788 Approved
0.6544 Remote Similarity NPD7260 Phase 2
0.6522 Remote Similarity NPD5284 Approved
0.6522 Remote Similarity NPD5281 Approved
0.6518 Remote Similarity NPD4693 Phase 3

Structure

External Identifiers

PubChem CID   90676074
ChEMBL   CHEMBL3261679
ZINC  

Physicochemical Properties

Molecular Weight:  616.40
ALogP:  0.9347
MLogP:  4.54
XLogP:  5.359
# Rotatable Bonds:  19
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  44

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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