Natural Product: NPC33398

Natural Product ID:  NPC33398
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H32O5
Standard InCHIKey:  JGJQQOVNDDCZBN-ADGKCSTMSA-N
Standard InCHI:  InChI=1S/C21H32O5/c1-18-7-8-20(10-16(25-2)26-17(20)23)15(18)5-6-19-9-13(3-4-14(18)19)21(24,11-19)12-22/h13-16,22,24H,3-12H2,1-2H3/t13-,14+,15+,16+,18+,19+,20-,21+/m1/s1
Canonical SMILES:  CO[C@H]1OC(=O)[C@@]2(C1)CC[C@@]1([C@@H]2CC[C@]23[C@H]1CC[C@H](C2)[C@@](C3)(O)CO)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
NPO32576 tricalysia fruticosa Species Rubiaceae Eukaryota Twigs PMID[26052978]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000 nM 19880317
NPT113 Cell Line RAW264.7 Mus musculus Survival > 90 % 24168147

  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 NPC33398 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
0.8667 High Similarity NPC472237
0.8667 High Similarity NPC472238
0.8462 Intermediate Similarity NPC472232
0.8462 Intermediate Similarity NPC472231
0.8333 Intermediate Similarity NPC476732
0.8333 Intermediate Similarity NPC199965
0.828 Intermediate Similarity NPC215570
0.8256 Intermediate Similarity NPC472229
0.8256 Intermediate Similarity NPC472230
0.8214 Intermediate Similarity NPC180199
0.8214 Intermediate Similarity NPC477919
0.8161 Intermediate Similarity NPC477935
0.8161 Intermediate Similarity NPC311642
0.8161 Intermediate Similarity NPC164289
0.8161 Intermediate Similarity NPC242771
0.8161 Intermediate Similarity NPC100366
0.814 Intermediate Similarity NPC472853
0.8 Intermediate Similarity NPC92139
0.798 Intermediate Similarity NPC100078
0.7979 Intermediate Similarity NPC206878
0.7979 Intermediate Similarity NPC470424
0.7978 Intermediate Similarity NPC79308
0.7959 Intermediate Similarity NPC213528
0.7959 Intermediate Similarity NPC244969
0.7955 Intermediate Similarity NPC148740
0.7955 Intermediate Similarity NPC477936
0.7955 Intermediate Similarity NPC102156
0.7935 Intermediate Similarity NPC472234
0.7935 Intermediate Similarity NPC472233
0.79 Intermediate Similarity NPC166079
0.7865 Intermediate Similarity NPC259173
0.7857 Intermediate Similarity NPC478181
0.7841 Intermediate Similarity NPC58631
0.7826 Intermediate Similarity NPC470009
0.7812 Intermediate Similarity NPC116683
0.7723 Intermediate Similarity NPC306776
0.7708 Intermediate Similarity NPC21897
0.7684 Intermediate Similarity NPC256104
0.7684 Intermediate Similarity NPC211845
0.7684 Intermediate Similarity NPC122083
0.7684 Intermediate Similarity NPC182740
0.7684 Intermediate Similarity NPC161035
0.7647 Intermediate Similarity NPC472944
0.7647 Intermediate Similarity NPC472854
0.7647 Intermediate Similarity NPC472945
0.7642 Intermediate Similarity NPC79193
0.7629 Intermediate Similarity NPC475785
0.7629 Intermediate Similarity NPC476728
0.7624 Intermediate Similarity NPC472227
0.7624 Intermediate Similarity NPC472228
0.7619 Intermediate Similarity NPC469940
0.7609 Intermediate Similarity NPC474448
0.7609 Intermediate Similarity NPC472272
0.7604 Intermediate Similarity NPC470423
0.7596 Intermediate Similarity NPC106760
0.7586 Intermediate Similarity NPC474404
0.7586 Intermediate Similarity NPC171658
0.7582 Intermediate Similarity NPC101138
0.7582 Intermediate Similarity NPC25802
0.7582 Intermediate Similarity NPC51135
0.7582 Intermediate Similarity NPC82492
0.7579 Intermediate Similarity NPC474065
0.7579 Intermediate Similarity NPC475878
0.7576 Intermediate Similarity NPC20028
0.7558 Intermediate Similarity NPC27349
0.7558 Intermediate Similarity NPC24014
0.7551 Intermediate Similarity NPC74466
0.7551 Intermediate Similarity NPC472273
0.7551 Intermediate Similarity NPC470632
0.7549 Intermediate Similarity NPC215408
0.7527 Intermediate Similarity NPC239938
0.75 Intermediate Similarity NPC477929
0.75 Intermediate Similarity NPC477172
0.75 Intermediate Similarity NPC178853
0.7475 Intermediate Similarity NPC292775
0.7473 Intermediate Similarity NPC268578
0.7473 Intermediate Similarity NPC217559
0.7473 Intermediate Similarity NPC292458
0.7471 Intermediate Similarity NPC477932
0.7471 Intermediate Similarity NPC477933
0.7451 Intermediate Similarity NPC88469
0.7449 Intermediate Similarity NPC193785
0.7449 Intermediate Similarity NPC475765
0.7447 Intermediate Similarity NPC229407
0.7447 Intermediate Similarity NPC48824
0.7447 Intermediate Similarity NPC254572
0.7447 Intermediate Similarity NPC255176
0.7447 Intermediate Similarity NPC250687
0.7447 Intermediate Similarity NPC221993
0.7444 Intermediate Similarity NPC232625
0.7444 Intermediate Similarity NPC12933
0.7426 Intermediate Similarity NPC310031
0.7426 Intermediate Similarity NPC80191
0.7419 Intermediate Similarity NPC470657
0.7416 Intermediate Similarity NPC245029
0.7416 Intermediate Similarity NPC31302
0.7412 Intermediate Similarity NPC197701
0.7404 Intermediate Similarity NPC475319
0.7404 Intermediate Similarity NPC92890
0.7404 Intermediate Similarity NPC224414
0.7404 Intermediate Similarity NPC202898
0.74 Intermediate Similarity NPC470030
0.74 Intermediate Similarity NPC41843
0.7396 Intermediate Similarity NPC150383
0.7396 Intermediate Similarity NPC471747
0.7391 Intermediate Similarity NPC18953
0.7391 Intermediate Similarity NPC291310
0.7386 Intermediate Similarity NPC207010
0.7386 Intermediate Similarity NPC317913
0.7386 Intermediate Similarity NPC70996
0.7386 Intermediate Similarity NPC477918
0.7386 Intermediate Similarity NPC307865
0.7383 Intermediate Similarity NPC102619
0.7381 Intermediate Similarity NPC252032
0.7381 Intermediate Similarity NPC469941
0.7381 Intermediate Similarity NPC319671
0.7381 Intermediate Similarity NPC476734
0.7374 Intermediate Similarity NPC471241
0.7368 Intermediate Similarity NPC269267
0.7368 Intermediate Similarity NPC215029
0.7368 Intermediate Similarity NPC476733
0.7363 Intermediate Similarity NPC121121
0.7363 Intermediate Similarity NPC24556
0.7363 Intermediate Similarity NPC317066
0.7358 Intermediate Similarity NPC469824
0.7358 Intermediate Similarity NPC473062
0.7356 Intermediate Similarity NPC477934
0.7347 Intermediate Similarity NPC305808
0.734 Intermediate Similarity NPC472396
0.734 Intermediate Similarity NPC5943
0.734 Intermediate Similarity NPC31349
0.734 Intermediate Similarity NPC210658
0.734 Intermediate Similarity NPC161928
0.734 Intermediate Similarity NPC252714
0.7339 Intermediate Similarity NPC179429
0.7333 Intermediate Similarity NPC208333
0.7333 Intermediate Similarity NPC473817
0.7333 Intermediate Similarity NPC220836
0.7333 Intermediate Similarity NPC273002
0.7333 Intermediate Similarity NPC170038
0.7333 Intermediate Similarity NPC227879
0.7333 Intermediate Similarity NPC470609
0.7333 Intermediate Similarity NPC92297
0.7333 Intermediate Similarity NPC233433
0.7333 Intermediate Similarity NPC94086
0.7327 Intermediate Similarity NPC476512
0.7327 Intermediate Similarity NPC108227
0.7327 Intermediate Similarity NPC475574
0.7327 Intermediate Similarity NPC472081
0.732 Intermediate Similarity NPC475307
0.7308 Intermediate Similarity NPC203974
0.7303 Intermediate Similarity NPC471045
0.729 Intermediate Similarity NPC477489
0.7283 Intermediate Similarity NPC2572
0.7283 Intermediate Similarity NPC477285
0.7283 Intermediate Similarity NPC472847
0.7283 Intermediate Similarity NPC29342
0.7283 Intermediate Similarity NPC111582
0.7283 Intermediate Similarity NPC472744
0.7282 Intermediate Similarity NPC100955
0.7282 Intermediate Similarity NPC470167
0.7282 Intermediate Similarity NPC121566
0.7273 Intermediate Similarity NPC156377
0.7273 Intermediate Similarity NPC237071
0.7273 Intermediate Similarity NPC203434
0.7273 Intermediate Similarity NPC238796
0.7273 Intermediate Similarity NPC4209
0.7264 Intermediate Similarity NPC101450
0.7263 Intermediate Similarity NPC471221
0.7263 Intermediate Similarity NPC128475
0.7255 Intermediate Similarity NPC94919
0.7255 Intermediate Similarity NPC470172
0.7255 Intermediate Similarity NPC292803
0.7255 Intermediate Similarity NPC310138
0.7255 Intermediate Similarity NPC114700
0.7255 Intermediate Similarity NPC470029
0.7255 Intermediate Similarity NPC134967
0.7253 Intermediate Similarity NPC77311
0.7253 Intermediate Similarity NPC271572
0.7253 Intermediate Similarity NPC474870
0.7245 Intermediate Similarity NPC472223
0.7245 Intermediate Similarity NPC472224
0.7241 Intermediate Similarity NPC477930
0.7241 Intermediate Similarity NPC167702
0.7241 Intermediate Similarity NPC280026
0.7238 Intermediate Similarity NPC472079
0.7234 Intermediate Similarity NPC471411
0.7234 Intermediate Similarity NPC471410
0.7234 Intermediate Similarity NPC131365
0.7234 Intermediate Similarity NPC80700
0.7234 Intermediate Similarity NPC80590
0.7222 Intermediate Similarity NPC97002
0.7222 Intermediate Similarity NPC472310
0.7222 Intermediate Similarity NPC118987
0.7222 Intermediate Similarity NPC474754
0.7222 Intermediate Similarity NPC201276
0.7222 Intermediate Similarity NPC80891
0.7212 Intermediate Similarity NPC63023
0.7212 Intermediate Similarity NPC95243
0.7204 Intermediate Similarity NPC227260

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC33398 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
0.7765 Intermediate Similarity NPD3702 Approved
0.7451 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD6116 Phase 1
0.7273 Intermediate Similarity NPD6117 Approved
0.7241 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD5777 Approved
0.7115 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6114 Approved
0.7111 Intermediate Similarity NPD6115 Approved
0.7111 Intermediate Similarity NPD6118 Approved
0.7111 Intermediate Similarity NPD6697 Approved
0.7108 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4245 Approved
0.7093 Intermediate Similarity NPD4244 Approved
0.7011 Intermediate Similarity NPD6081 Approved
0.6977 Remote Similarity NPD3698 Phase 2
0.697 Remote Similarity NPD8171 Discontinued
0.6957 Remote Similarity NPD6928 Phase 2
0.6897 Remote Similarity NPD4789 Approved
0.6824 Remote Similarity NPD4224 Phase 2
0.6822 Remote Similarity NPD6412 Phase 2
0.6818 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6757 Remote Similarity NPD8133 Approved
0.67 Remote Similarity NPD8034 Phase 2
0.67 Remote Similarity NPD8035 Phase 2
0.6699 Remote Similarity NPD6084 Phase 2
0.6699 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD1700 Approved
0.6667 Remote Similarity NPD5360 Phase 3
0.6667 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6399 Phase 3
0.6606 Remote Similarity NPD7320 Approved
0.6591 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6562 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4788 Approved
0.6562 Remote Similarity NPD3669 Approved
0.6559 Remote Similarity NPD4238 Approved
0.6559 Remote Similarity NPD4802 Phase 2
0.6555 Remote Similarity NPD7507 Approved
0.6526 Remote Similarity NPD1780 Approved
0.6526 Remote Similarity NPD1779 Approved
0.6518 Remote Similarity NPD6882 Approved
0.6506 Remote Similarity NPD3198 Approved
0.6505 Remote Similarity NPD6356 Clinical (unspecified phase)
0.65 Remote Similarity NPD8293 Discontinued
0.65 Remote Similarity NPD7078 Approved
0.6491 Remote Similarity NPD6940 Discontinued
0.6476 Remote Similarity NPD5696 Approved
0.6446 Remote Similarity NPD7736 Approved
0.6441 Remote Similarity NPD6370 Approved
0.6429 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6675 Approved
0.6422 Remote Similarity NPD6402 Approved
0.6422 Remote Similarity NPD5739 Approved
0.6422 Remote Similarity NPD7128 Approved
0.6404 Remote Similarity NPD4267 Clinical (unspecified phase)
0.64 Remote Similarity NPD6903 Approved
0.6396 Remote Similarity NPD6373 Approved
0.6396 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6372 Approved
0.6393 Remote Similarity NPD7319 Approved
0.6346 Remote Similarity NPD5695 Phase 3
0.6333 Remote Similarity NPD7492 Approved
0.6306 Remote Similarity NPD6686 Approved
0.6306 Remote Similarity NPD6899 Approved
0.6306 Remote Similarity NPD6881 Approved
0.6283 Remote Similarity NPD6649 Approved
0.6283 Remote Similarity NPD6650 Approved
0.6281 Remote Similarity NPD6616 Approved
0.6271 Remote Similarity NPD6059 Approved
0.6271 Remote Similarity NPD6054 Approved
0.6264 Remote Similarity NPD4758 Discontinued
0.6239 Remote Similarity NPD7327 Approved
0.6239 Remote Similarity NPD7328 Approved
0.6237 Remote Similarity NPD3703 Phase 2
0.6228 Remote Similarity NPD8297 Approved
0.6216 Remote Similarity NPD5701 Approved
0.6216 Remote Similarity NPD5697 Approved
0.6214 Remote Similarity NPD5281 Approved
0.6214 Remote Similarity NPD5284 Approved
0.6211 Remote Similarity NPD5364 Discontinued
0.62 Remote Similarity NPD7146 Approved
0.62 Remote Similarity NPD6409 Approved
0.62 Remote Similarity NPD7334 Approved
0.62 Remote Similarity NPD7521 Approved
0.62 Remote Similarity NPD5330 Approved
0.62 Remote Similarity NPD6684 Approved
0.62 Remote Similarity NPD6098 Approved
0.6195 Remote Similarity NPD7290 Approved
0.6195 Remote Similarity NPD6883 Approved
0.6195 Remote Similarity NPD7102 Approved
0.6186 Remote Similarity NPD7516 Approved
0.6176 Remote Similarity NPD4753 Phase 2
0.6176 Remote Similarity NPD6080 Approved
0.6176 Remote Similarity NPD6904 Approved
0.6176 Remote Similarity NPD6673 Approved
0.6161 Remote Similarity NPD6011 Approved
0.6154 Remote Similarity NPD6009 Approved
0.6154 Remote Similarity NPD4787 Phase 1
0.614 Remote Similarity NPD6847 Approved
0.614 Remote Similarity NPD6869 Approved
0.614 Remote Similarity NPD8130 Phase 1
0.614 Remote Similarity NPD6617 Approved
0.614 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6134 Remote Similarity NPD8377 Approved
0.6134 Remote Similarity NPD8294 Approved
0.6126 Remote Similarity NPD6008 Approved
0.6117 Remote Similarity NPD5207 Approved
0.6116 Remote Similarity NPD6067 Discontinued
0.6116 Remote Similarity NPD7122 Discontinued
0.6106 Remote Similarity NPD6012 Approved
0.6106 Remote Similarity NPD6013 Approved
0.6106 Remote Similarity NPD6014 Approved
0.6095 Remote Similarity NPD6001 Approved
0.6083 Remote Similarity NPD8379 Approved
0.6083 Remote Similarity NPD8335 Approved
0.6083 Remote Similarity NPD6015 Approved
0.6083 Remote Similarity NPD6016 Approved
0.6083 Remote Similarity NPD8296 Approved
0.6083 Remote Similarity NPD8378 Approved
0.6083 Remote Similarity NPD8033 Approved
0.6083 Remote Similarity NPD8380 Approved
0.6078 Remote Similarity NPD6672 Approved
0.6078 Remote Similarity NPD5737 Approved
0.6078 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6064 Remote Similarity NPD2257 Approved
0.6042 Remote Similarity NPD3671 Phase 1
0.6038 Remote Similarity NPD4629 Approved
0.6038 Remote Similarity NPD5210 Approved
0.6038 Remote Similarity NPD7991 Discontinued
0.6034 Remote Similarity NPD4632 Approved
0.6033 Remote Similarity NPD5988 Approved
0.6017 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6 Remote Similarity NPD3665 Phase 1
0.6 Remote Similarity NPD3666 Approved
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD3133 Approved
0.6 Remote Similarity NPD4786 Approved
0.596 Remote Similarity NPD4221 Approved
0.596 Remote Similarity NPD4223 Phase 3
0.5957 Remote Similarity NPD1810 Approved
0.5957 Remote Similarity NPD1811 Approved
0.595 Remote Similarity NPD6291 Clinical (unspecified phase)
0.595 Remote Similarity NPD7503 Approved
0.5946 Remote Similarity NPD6052 Approved
0.5941 Remote Similarity NPD5329 Approved
0.5934 Remote Similarity NPD229 Approved
0.5926 Remote Similarity NPD4755 Approved
0.5922 Remote Similarity NPD5208 Approved
0.592 Remote Similarity NPD6033 Approved
0.5905 Remote Similarity NPD6050 Approved
0.5905 Remote Similarity NPD5693 Phase 1
0.5904 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7115 Discovery
0.5877 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7638 Approved
0.5868 Remote Similarity NPD6319 Approved
0.5859 Remote Similarity NPD5369 Approved
0.5859 Remote Similarity NPD4692 Approved
0.5859 Remote Similarity NPD4139 Approved
0.5843 Remote Similarity NPD7909 Approved
0.5842 Remote Similarity NPD4197 Approved
0.5833 Remote Similarity NPD6335 Approved
0.5818 Remote Similarity NPD7640 Approved
0.5818 Remote Similarity NPD4700 Approved
0.5818 Remote Similarity NPD5285 Approved
0.5818 Remote Similarity NPD4696 Approved
0.5818 Remote Similarity NPD5286 Approved
0.5818 Remote Similarity NPD7639 Approved
0.5818 Remote Similarity NPD8418 Phase 2
0.5812 Remote Similarity NPD6053 Discontinued
0.581 Remote Similarity NPD5692 Phase 3
0.58 Remote Similarity NPD3667 Approved
0.58 Remote Similarity NPD6435 Approved
0.5798 Remote Similarity NPD6274 Approved
0.5785 Remote Similarity NPD7100 Approved
0.5785 Remote Similarity NPD7101 Approved
0.5784 Remote Similarity NPD6082 Clinical (unspecified phase)
0.578 Remote Similarity NPD7902 Approved
0.5766 Remote Similarity NPD5223 Approved
0.5755 Remote Similarity NPD5694 Approved
0.575 Remote Similarity NPD6317 Approved
0.5743 Remote Similarity NPD5362 Discontinued
0.5728 Remote Similarity NPD5205 Approved
0.5728 Remote Similarity NPD3618 Phase 1
0.5728 Remote Similarity NPD4138 Approved
0.5728 Remote Similarity NPD4688 Approved
0.5728 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5728 Remote Similarity NPD4689 Approved
0.5728 Remote Similarity NPD4693 Phase 3
0.5728 Remote Similarity NPD4690 Approved
0.5726 Remote Similarity NPD8328 Phase 3
0.5726 Remote Similarity NPD7604 Phase 2
0.5714 Remote Similarity NPD4633 Approved
0.5714 Remote Similarity NPD8139 Approved
0.5714 Remote Similarity NPD615 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8086 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3586297
ZINC  

Physicochemical Properties

Molecular Weight:  364.22
ALogP:  -0.3879
MLogP:  3.22
XLogP:  3.492
# Rotatable Bonds:  6
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  26

Download Data

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