Natural Product: NPC477271

Natural Product ID:  NPC477271
Common Name:   Lalibinone D
IUPAC Name:  
Synonyms:   Lalibinone D
Molecular Formula:   C22H30O4
Standard InCHIKey:  TZUMPSGMPXZTHQ-GEGSLOLFSA-N
Standard InCHI:  InChI=1S/C22H30O4/c1-8-12(4)16(23)15-17(24)21(7)10-14-20(5,6)13(11(2)3)9-22(14,18(15)25)19(21)26/h12-14,25H,2,8-10H2,1,3-7H3/t12?,13-,14+,21+,22?/m1/s1
Canonical SMILES:  CCC(C(=O)C1=C(O)C23C(=O)[C@@](C1=O)(C)C[C@H]3C([C@H](C2)C(=C)C)(C)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
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota aerial parts PMID[10650088]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 16 ug/ml 10650088
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 32 ug/ml 10650088
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 64 ug/ml 10650088

  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 NPC477271 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 NPC129080
1.0 High Similarity NPC477269
1.0 High Similarity NPC477270
0.9737 High Similarity NPC279667
0.8415 Intermediate Similarity NPC189237
0.8193 Intermediate Similarity NPC472684
0.8193 Intermediate Similarity NPC44963
0.8043 Intermediate Similarity NPC472690
0.8043 Intermediate Similarity NPC477267
0.8043 Intermediate Similarity NPC472689
0.8043 Intermediate Similarity NPC477268
0.8023 Intermediate Similarity NPC142649
0.7955 Intermediate Similarity NPC58532
0.7955 Intermediate Similarity NPC472677
0.7857 Intermediate Similarity NPC45495
0.7857 Intermediate Similarity NPC164218
0.7816 Intermediate Similarity NPC473038
0.7816 Intermediate Similarity NPC94531
0.7816 Intermediate Similarity NPC311702
0.7816 Intermediate Similarity NPC123319
0.7791 Intermediate Similarity NPC477373
0.7791 Intermediate Similarity NPC65350
0.7791 Intermediate Similarity NPC62214
0.7766 Intermediate Similarity NPC147954
0.7765 Intermediate Similarity NPC477372
0.7753 Intermediate Similarity NPC474854
0.775 Intermediate Similarity NPC144627
0.7738 Intermediate Similarity NPC7232
0.7727 Intermediate Similarity NPC6247
0.7711 Intermediate Similarity NPC74685
0.7683 Intermediate Similarity NPC77501
0.7674 Intermediate Similarity NPC256750
0.7674 Intermediate Similarity NPC469325
0.7674 Intermediate Similarity NPC193347
0.7674 Intermediate Similarity NPC20262
0.7619 Intermediate Similarity NPC478246
0.7619 Intermediate Similarity NPC478247
0.7614 Intermediate Similarity NPC469948
0.7609 Intermediate Similarity NPC474807
0.7586 Intermediate Similarity NPC168188
0.7586 Intermediate Similarity NPC470015
0.7586 Intermediate Similarity NPC474748
0.7582 Intermediate Similarity NPC2946
0.7558 Intermediate Similarity NPC136150
0.7529 Intermediate Similarity NPC32758
0.7529 Intermediate Similarity NPC301769
0.7529 Intermediate Similarity NPC477371
0.7528 Intermediate Similarity NPC470345
0.7528 Intermediate Similarity NPC477479
0.7528 Intermediate Similarity NPC477478
0.7528 Intermediate Similarity NPC229717
0.7527 Intermediate Similarity NPC469819
0.7527 Intermediate Similarity NPC114162
0.7526 Intermediate Similarity NPC163249
0.75 Intermediate Similarity NPC85774
0.75 Intermediate Similarity NPC214043
0.75 Intermediate Similarity NPC230527
0.75 Intermediate Similarity NPC7927
0.75 Intermediate Similarity NPC473246
0.75 Intermediate Similarity NPC237712
0.75 Intermediate Similarity NPC144258
0.75 Intermediate Similarity NPC209882
0.7473 Intermediate Similarity NPC477943
0.7473 Intermediate Similarity NPC41217
0.7473 Intermediate Similarity NPC123912
0.7471 Intermediate Similarity NPC133391
0.7471 Intermediate Similarity NPC302661
0.7471 Intermediate Similarity NPC320514
0.7471 Intermediate Similarity NPC238991
0.747 Intermediate Similarity NPC251435
0.7449 Intermediate Similarity NPC474330
0.7449 Intermediate Similarity NPC474207
0.7444 Intermediate Similarity NPC96496
0.7444 Intermediate Similarity NPC136948
0.7444 Intermediate Similarity NPC99909
0.7423 Intermediate Similarity NPC270155
0.7423 Intermediate Similarity NPC475867
0.7419 Intermediate Similarity NPC233118
0.7416 Intermediate Similarity NPC179006
0.7416 Intermediate Similarity NPC132629
0.7416 Intermediate Similarity NPC15838
0.7416 Intermediate Similarity NPC11711
0.7416 Intermediate Similarity NPC474853
0.7416 Intermediate Similarity NPC29447
0.7412 Intermediate Similarity NPC74410
0.7412 Intermediate Similarity NPC30321
0.7396 Intermediate Similarity NPC472730
0.7396 Intermediate Similarity NPC472729
0.7396 Intermediate Similarity NPC177680
0.7396 Intermediate Similarity NPC153776
0.7391 Intermediate Similarity NPC129913
0.7386 Intermediate Similarity NPC258985
0.7386 Intermediate Similarity NPC102197
0.7381 Intermediate Similarity NPC469646
0.7381 Intermediate Similarity NPC180886
0.7374 Intermediate Similarity NPC13385
0.7368 Intermediate Similarity NPC472675
0.7368 Intermediate Similarity NPC21681
0.7363 Intermediate Similarity NPC328539
0.7363 Intermediate Similarity NPC131470
0.7363 Intermediate Similarity NPC143767
0.7363 Intermediate Similarity NPC471724
0.7356 Intermediate Similarity NPC116797
0.7356 Intermediate Similarity NPC201912
0.7356 Intermediate Similarity NPC147066
0.7356 Intermediate Similarity NPC38350
0.7356 Intermediate Similarity NPC55869
0.7333 Intermediate Similarity NPC145879
0.7333 Intermediate Similarity NPC474732
0.7333 Intermediate Similarity NPC474733
0.7333 Intermediate Similarity NPC327115
0.7333 Intermediate Similarity NPC474778
0.7333 Intermediate Similarity NPC470346
0.7333 Intermediate Similarity NPC31564
0.7333 Intermediate Similarity NPC72133
0.7326 Intermediate Similarity NPC28319
0.7326 Intermediate Similarity NPC196827
0.7326 Intermediate Similarity NPC229204
0.7326 Intermediate Similarity NPC472490
0.7326 Intermediate Similarity NPC215843
0.7326 Intermediate Similarity NPC274996
0.732 Intermediate Similarity NPC472727
0.732 Intermediate Similarity NPC472728
0.7317 Intermediate Similarity NPC469737
0.7312 Intermediate Similarity NPC168027
0.7312 Intermediate Similarity NPC19114
0.7312 Intermediate Similarity NPC185936
0.7308 Intermediate Similarity NPC473902
0.7303 Intermediate Similarity NPC329043
0.7303 Intermediate Similarity NPC161423
0.7303 Intermediate Similarity NPC321187
0.7303 Intermediate Similarity NPC164577
0.7303 Intermediate Similarity NPC238197
0.7303 Intermediate Similarity NPC472480
0.7303 Intermediate Similarity NPC58841
0.7303 Intermediate Similarity NPC227064
0.7303 Intermediate Similarity NPC320801
0.7294 Intermediate Similarity NPC475932
0.7294 Intermediate Similarity NPC165711
0.7292 Intermediate Similarity NPC43747
0.7284 Intermediate Similarity NPC469914
0.7283 Intermediate Similarity NPC275740
0.7283 Intermediate Similarity NPC31985
0.7283 Intermediate Similarity NPC186688
0.7283 Intermediate Similarity NPC1015
0.7283 Intermediate Similarity NPC310010
0.7283 Intermediate Similarity NPC86319
0.7283 Intermediate Similarity NPC474570
0.7283 Intermediate Similarity NPC262043
0.7283 Intermediate Similarity NPC214387
0.7283 Intermediate Similarity NPC472688
0.7283 Intermediate Similarity NPC472676
0.7283 Intermediate Similarity NPC326627
0.7273 Intermediate Similarity NPC260956
0.7273 Intermediate Similarity NPC103486
0.7262 Intermediate Similarity NPC216791
0.7262 Intermediate Similarity NPC114236
0.7262 Intermediate Similarity NPC175079
0.7253 Intermediate Similarity NPC476409
0.7253 Intermediate Similarity NPC58063
0.7253 Intermediate Similarity NPC38885
0.7253 Intermediate Similarity NPC93778
0.7253 Intermediate Similarity NPC475740
0.7253 Intermediate Similarity NPC136548
0.725 Intermediate Similarity NPC475523
0.7241 Intermediate Similarity NPC108955
0.7241 Intermediate Similarity NPC26139
0.7241 Intermediate Similarity NPC472478
0.7234 Intermediate Similarity NPC472930
0.7229 Intermediate Similarity NPC321017
0.7229 Intermediate Similarity NPC300940
0.7222 Intermediate Similarity NPC470574
0.7222 Intermediate Similarity NPC36350
0.7215 Intermediate Similarity NPC61473
0.7209 Intermediate Similarity NPC275494
0.7209 Intermediate Similarity NPC62336
0.7209 Intermediate Similarity NPC471409
0.7209 Intermediate Similarity NPC469996
0.7209 Intermediate Similarity NPC189485
0.7204 Intermediate Similarity NPC183283
0.7204 Intermediate Similarity NPC477147
0.7204 Intermediate Similarity NPC171441
0.7204 Intermediate Similarity NPC477149
0.7191 Intermediate Similarity NPC83569
0.7191 Intermediate Similarity NPC310470
0.7191 Intermediate Similarity NPC271784
0.7191 Intermediate Similarity NPC69279
0.7191 Intermediate Similarity NPC97913
0.7191 Intermediate Similarity NPC472492
0.7191 Intermediate Similarity NPC476082
0.7191 Intermediate Similarity NPC278648
0.7188 Intermediate Similarity NPC456
0.7188 Intermediate Similarity NPC472733
0.7188 Intermediate Similarity NPC472734
0.7188 Intermediate Similarity NPC472941
0.7179 Intermediate Similarity NPC32285
0.7176 Intermediate Similarity NPC142759
0.7176 Intermediate Similarity NPC92080
0.7176 Intermediate Similarity NPC473437
0.7176 Intermediate Similarity NPC124289

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477271 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
0.7674 Intermediate Similarity NPD4221 Approved
0.7674 Intermediate Similarity NPD4223 Phase 3
0.7619 Intermediate Similarity NPD3617 Approved
0.7528 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4197 Approved
0.7442 Intermediate Similarity NPD4695 Discontinued
0.7416 Intermediate Similarity NPD5329 Approved
0.7333 Intermediate Similarity NPD4693 Phase 3
0.7333 Intermediate Similarity NPD4694 Approved
0.7333 Intermediate Similarity NPD4689 Approved
0.7333 Intermediate Similarity NPD4138 Approved
0.7333 Intermediate Similarity NPD5280 Approved
0.7333 Intermediate Similarity NPD5205 Approved
0.7333 Intermediate Similarity NPD5690 Phase 2
0.7333 Intermediate Similarity NPD4690 Approved
0.7333 Intermediate Similarity NPD5279 Phase 3
0.7333 Intermediate Similarity NPD4688 Approved
0.7303 Intermediate Similarity NPD3133 Approved
0.7303 Intermediate Similarity NPD3666 Approved
0.7303 Intermediate Similarity NPD3665 Phase 1
0.7283 Intermediate Similarity NPD5328 Approved
0.7283 Intermediate Similarity NPD4753 Phase 2
0.7263 Intermediate Similarity NPD4629 Approved
0.7263 Intermediate Similarity NPD5210 Approved
0.7215 Intermediate Similarity NPD7341 Phase 2
0.7143 Intermediate Similarity NPD3618 Phase 1
0.7128 Intermediate Similarity NPD6079 Approved
0.7128 Intermediate Similarity NPD5281 Approved
0.7128 Intermediate Similarity NPD5284 Approved
0.7125 Intermediate Similarity NPD7331 Phase 2
0.7111 Intermediate Similarity NPD4786 Approved
0.7079 Intermediate Similarity NPD3667 Approved
0.7079 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5696 Approved
0.7021 Intermediate Similarity NPD4096 Approved
0.701 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD5221 Approved
0.701 Intermediate Similarity NPD4697 Phase 3
0.701 Intermediate Similarity NPD5222 Approved
0.6989 Remote Similarity NPD4518 Approved
0.6988 Remote Similarity NPD4747 Approved
0.6966 Remote Similarity NPD4139 Approved
0.6966 Remote Similarity NPD4692 Approved
0.6939 Remote Similarity NPD5173 Approved
0.6939 Remote Similarity NPD4755 Approved
0.6932 Remote Similarity NPD4195 Approved
0.6907 Remote Similarity NPD5695 Phase 3
0.6905 Remote Similarity NPD5276 Approved
0.6875 Remote Similarity NPD4202 Approved
0.6867 Remote Similarity NPD4137 Phase 3
0.6832 Remote Similarity NPD5091 Approved
0.6813 Remote Similarity NPD4788 Approved
0.6809 Remote Similarity NPD5737 Approved
0.6809 Remote Similarity NPD6903 Approved
0.6809 Remote Similarity NPD6672 Approved
0.6804 Remote Similarity NPD5282 Discontinued
0.68 Remote Similarity NPD5286 Approved
0.68 Remote Similarity NPD4696 Approved
0.68 Remote Similarity NPD5285 Approved
0.68 Remote Similarity NPD4700 Approved
0.6786 Remote Similarity NPD4691 Approved
0.6774 Remote Similarity NPD4623 Approved
0.6774 Remote Similarity NPD4519 Discontinued
0.6768 Remote Similarity NPD6084 Phase 2
0.6768 Remote Similarity NPD6083 Phase 2
0.6744 Remote Similarity NPD4687 Approved
0.6744 Remote Similarity NPD5733 Approved
0.6739 Remote Similarity NPD3668 Phase 3
0.6737 Remote Similarity NPD6673 Approved
0.6737 Remote Similarity NPD6904 Approved
0.6737 Remote Similarity NPD6080 Approved
0.6733 Remote Similarity NPD5223 Approved
0.6701 Remote Similarity NPD6399 Phase 3
0.6701 Remote Similarity NPD5133 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5692 Phase 3
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD5207 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6632 Remote Similarity NPD5208 Approved
0.6629 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5174 Approved
0.6602 Remote Similarity NPD5175 Approved
0.6602 Remote Similarity NPD4754 Approved
0.6598 Remote Similarity NPD6050 Approved
0.6598 Remote Similarity NPD5694 Approved
0.6598 Remote Similarity NPD5693 Phase 1
0.6596 Remote Similarity NPD7334 Approved
0.6596 Remote Similarity NPD6409 Approved
0.6596 Remote Similarity NPD5330 Approved
0.6596 Remote Similarity NPD7146 Approved
0.6596 Remote Similarity NPD6684 Approved
0.6596 Remote Similarity NPD7521 Approved
0.6566 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4058 Approved
0.6543 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6542 Remote Similarity NPD4634 Approved
0.6538 Remote Similarity NPD5141 Approved
0.65 Remote Similarity NPD7614 Phase 1
0.6495 Remote Similarity NPD5785 Approved
0.6489 Remote Similarity NPD5363 Approved
0.6476 Remote Similarity NPD5739 Approved
0.6476 Remote Similarity NPD7128 Approved
0.6476 Remote Similarity NPD4767 Approved
0.6476 Remote Similarity NPD6675 Approved
0.6476 Remote Similarity NPD4768 Approved
0.6476 Remote Similarity NPD6402 Approved
0.6465 Remote Similarity NPD6001 Approved
0.6458 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7515 Phase 2
0.6421 Remote Similarity NPD6098 Approved
0.6415 Remote Similarity NPD5697 Approved
0.6415 Remote Similarity NPD5701 Approved
0.6413 Remote Similarity NPD5369 Approved
0.64 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5168 Approved
0.6355 Remote Similarity NPD6881 Approved
0.6355 Remote Similarity NPD6011 Approved
0.6355 Remote Similarity NPD4730 Approved
0.6355 Remote Similarity NPD4729 Approved
0.6355 Remote Similarity NPD5128 Approved
0.6355 Remote Similarity NPD6899 Approved
0.6353 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4269 Approved
0.6344 Remote Similarity NPD4270 Approved
0.6322 Remote Similarity NPD4243 Approved
0.6322 Remote Similarity NPD6081 Approved
0.6304 Remote Similarity NPD5368 Approved
0.63 Remote Similarity NPD7748 Approved
0.6296 Remote Similarity NPD6372 Approved
0.6296 Remote Similarity NPD6014 Approved
0.6296 Remote Similarity NPD6013 Approved
0.6296 Remote Similarity NPD6373 Approved
0.6296 Remote Similarity NPD6012 Approved
0.6277 Remote Similarity NPD5362 Discontinued
0.6263 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD5786 Approved
0.6239 Remote Similarity NPD5249 Phase 3
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD5135 Approved
0.6239 Remote Similarity NPD7290 Approved
0.6239 Remote Similarity NPD5247 Approved
0.6239 Remote Similarity NPD5169 Approved
0.6239 Remote Similarity NPD5251 Approved
0.6239 Remote Similarity NPD5250 Approved
0.6239 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7102 Approved
0.6239 Remote Similarity NPD5248 Approved
0.6238 Remote Similarity NPD5654 Approved
0.619 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6186 Remote Similarity NPD3573 Approved
0.6182 Remote Similarity NPD5215 Approved
0.6182 Remote Similarity NPD5127 Approved
0.6182 Remote Similarity NPD6649 Approved
0.6182 Remote Similarity NPD6847 Approved
0.6182 Remote Similarity NPD5217 Approved
0.6182 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6650 Approved
0.6182 Remote Similarity NPD8130 Phase 1
0.6182 Remote Similarity NPD5216 Approved
0.6182 Remote Similarity NPD6869 Approved
0.6182 Remote Similarity NPD6617 Approved
0.618 Remote Similarity NPD4784 Approved
0.618 Remote Similarity NPD4785 Approved
0.6174 Remote Similarity NPD6059 Approved
0.6174 Remote Similarity NPD6054 Approved
0.617 Remote Similarity NPD6435 Approved
0.617 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6168 Remote Similarity NPD6008 Approved
0.6154 Remote Similarity NPD6404 Discontinued
0.6146 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6052 Approved
0.6129 Remote Similarity NPD4252 Approved
0.6126 Remote Similarity NPD6882 Approved
0.6126 Remote Similarity NPD6053 Discontinued
0.6126 Remote Similarity NPD8297 Approved
0.6121 Remote Similarity NPD6016 Approved
0.6121 Remote Similarity NPD6015 Approved
0.6118 Remote Similarity NPD3704 Approved
0.6117 Remote Similarity NPD5959 Approved
0.6117 Remote Similarity NPD7902 Approved
0.6111 Remote Similarity NPD6614 Approved
0.6111 Remote Similarity NPD6412 Phase 2
0.6111 Remote Similarity NPD6942 Approved
0.6111 Remote Similarity NPD4190 Phase 3
0.6111 Remote Similarity NPD7339 Approved
0.6111 Remote Similarity NPD5275 Approved
0.6105 Remote Similarity NPD5332 Approved
0.6105 Remote Similarity NPD5331 Approved
0.6071 Remote Similarity NPD4632 Approved
0.6068 Remote Similarity NPD5988 Approved
0.6068 Remote Similarity NPD6370 Approved
0.6064 Remote Similarity NPD4790 Discontinued
0.6061 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6101 Approved
0.6053 Remote Similarity NPD7115 Discovery

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL519631
ZINC  

Physicochemical Properties

Molecular Weight:  358.21
ALogP:  1.3269
MLogP:  3.44
XLogP:  4.587
# Rotatable Bonds:  11
Polar Surface Area:  71.44
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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