Natural Product: NPC22134

Natural Product ID:  NPC22134
Common Name:   (11E)-14, 15-Bisnor-8Alpha-Hydroxy-11-Labden-13-One
IUPAC Name:   (E)-4-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]but-3-en-2-one
Synonyms:  
Molecular Formula:   C18H30O2
Standard InCHIKey:  SNUHZNCSBAQVJV-JIDYTCFASA-N
Standard InCHI:  InChI=1S/C18H30O2/c1-13(19)7-8-15-17(4)11-6-10-16(2,3)14(17)9-12-18(15,5)20/h7-8,14-15,20H,6,9-12H2,1-5H3/b8-7+/t14-,15+,17-,18+/m0/s1
Canonical SMILES:  CC(=O)/C=C/[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(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
NPO33340 picea glehni Species Pinaceae Eukaryota Stem barks PMID[10869208]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 89.3 % 25699574
NPT2 Others Unspecified Inhibition = 20.7 % 10.6019/CHEMBL1201861
NPT2 Others Unspecified Inhibition = 68.4 % 26653328
NPT2 Others Unspecified Inhibition = 0 % 11325232
NPT80 Cell Line Raji Homo sapiens Activity = 60 % 2045817

  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 NPC22134 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
0.8684 High Similarity NPC476809
0.8684 High Similarity NPC469637
0.8571 High Similarity NPC473217
0.8553 High Similarity NPC170394
0.8333 Intermediate Similarity NPC476431
0.8312 Intermediate Similarity NPC470429
0.8289 Intermediate Similarity NPC470428
0.8289 Intermediate Similarity NPC132542
0.825 Intermediate Similarity NPC251170
0.8194 Intermediate Similarity NPC94192
0.8182 Intermediate Similarity NPC476949
0.8182 Intermediate Similarity NPC207772
0.8158 Intermediate Similarity NPC186554
0.8158 Intermediate Similarity NPC76966
0.8148 Intermediate Similarity NPC22133
0.8108 Intermediate Similarity NPC167706
0.8052 Intermediate Similarity NPC266193
0.8052 Intermediate Similarity NPC149550
0.8052 Intermediate Similarity NPC257666
0.8052 Intermediate Similarity NPC85105
0.8028 Intermediate Similarity NPC64123
0.8025 Intermediate Similarity NPC33913
0.8 Intermediate Similarity NPC92226
0.8 Intermediate Similarity NPC2524
0.7949 Intermediate Similarity NPC275494
0.7949 Intermediate Similarity NPC471409
0.7927 Intermediate Similarity NPC469993
0.7922 Intermediate Similarity NPC265588
0.7901 Intermediate Similarity NPC476927
0.7901 Intermediate Similarity NPC79945
0.7895 Intermediate Similarity NPC78527
0.7895 Intermediate Similarity NPC201048
0.7895 Intermediate Similarity NPC477138
0.7895 Intermediate Similarity NPC476366
0.7895 Intermediate Similarity NPC38426
0.7895 Intermediate Similarity NPC243342
0.7895 Intermediate Similarity NPC162164
0.7882 Intermediate Similarity NPC212369
0.7875 Intermediate Similarity NPC159148
0.7875 Intermediate Similarity NPC6434
0.7857 Intermediate Similarity NPC194208
0.7857 Intermediate Similarity NPC79576
0.7857 Intermediate Similarity NPC282694
0.7857 Intermediate Similarity NPC48107
0.7848 Intermediate Similarity NPC283789
0.7831 Intermediate Similarity NPC179591
0.7821 Intermediate Similarity NPC219809
0.7821 Intermediate Similarity NPC471798
0.7808 Intermediate Similarity NPC117607
0.7808 Intermediate Similarity NPC101307
0.7808 Intermediate Similarity NPC88454
0.7805 Intermediate Similarity NPC472265
0.7792 Intermediate Similarity NPC291503
0.7765 Intermediate Similarity NPC119416
0.7765 Intermediate Similarity NPC82876
0.7763 Intermediate Similarity NPC471799
0.7763 Intermediate Similarity NPC182717
0.775 Intermediate Similarity NPC2482
0.775 Intermediate Similarity NPC281880
0.775 Intermediate Similarity NPC108955
0.7738 Intermediate Similarity NPC141292
0.7738 Intermediate Similarity NPC471792
0.7733 Intermediate Similarity NPC92801
0.7722 Intermediate Similarity NPC476808
0.7722 Intermediate Similarity NPC80088
0.7722 Intermediate Similarity NPC253561
0.7722 Intermediate Similarity NPC19443
0.7711 Intermediate Similarity NPC33663
0.7711 Intermediate Similarity NPC109528
0.7703 Intermediate Similarity NPC2648
0.7692 Intermediate Similarity NPC470749
0.7692 Intermediate Similarity NPC1973
0.7692 Intermediate Similarity NPC167873
0.7692 Intermediate Similarity NPC250621
0.7692 Intermediate Similarity NPC472305
0.7683 Intermediate Similarity NPC64600
0.7683 Intermediate Similarity NPC57370
0.7681 Intermediate Similarity NPC60772
0.7681 Intermediate Similarity NPC189290
0.7681 Intermediate Similarity NPC474769
0.7674 Intermediate Similarity NPC38952
0.7671 Intermediate Similarity NPC279434
0.7662 Intermediate Similarity NPC91858
0.7662 Intermediate Similarity NPC471797
0.7654 Intermediate Similarity NPC55869
0.7654 Intermediate Similarity NPC121984
0.7654 Intermediate Similarity NPC226068
0.7654 Intermediate Similarity NPC278459
0.7654 Intermediate Similarity NPC119229
0.7654 Intermediate Similarity NPC142163
0.7647 Intermediate Similarity NPC474677
0.7647 Intermediate Similarity NPC158778
0.7647 Intermediate Similarity NPC292491
0.7647 Intermediate Similarity NPC310752
0.7647 Intermediate Similarity NPC471793
0.7647 Intermediate Similarity NPC471791
0.7647 Intermediate Similarity NPC206060
0.7632 Intermediate Similarity NPC242001
0.7632 Intermediate Similarity NPC164022
0.7625 Intermediate Similarity NPC291379
0.7619 Intermediate Similarity NPC175145
0.7619 Intermediate Similarity NPC472974
0.7619 Intermediate Similarity NPC94666
0.7619 Intermediate Similarity NPC475069
0.7614 Intermediate Similarity NPC299100
0.76 Intermediate Similarity NPC210323
0.7595 Intermediate Similarity NPC470758
0.7595 Intermediate Similarity NPC283619
0.7595 Intermediate Similarity NPC470711
0.7595 Intermediate Similarity NPC165711
0.7595 Intermediate Similarity NPC197659
0.7595 Intermediate Similarity NPC91594
0.7595 Intermediate Similarity NPC34110
0.759 Intermediate Similarity NPC306951
0.759 Intermediate Similarity NPC302360
0.7586 Intermediate Similarity NPC272746
0.7568 Intermediate Similarity NPC263161
0.7564 Intermediate Similarity NPC66566
0.7564 Intermediate Similarity NPC32832
0.7564 Intermediate Similarity NPC477923
0.7561 Intermediate Similarity NPC302661
0.7561 Intermediate Similarity NPC193347
0.7561 Intermediate Similarity NPC238991
0.7558 Intermediate Similarity NPC118011
0.7558 Intermediate Similarity NPC36668
0.7558 Intermediate Similarity NPC472973
0.7532 Intermediate Similarity NPC68443
0.7529 Intermediate Similarity NPC472324
0.7529 Intermediate Similarity NPC30421
0.7529 Intermediate Similarity NPC58063
0.7529 Intermediate Similarity NPC89747
0.7529 Intermediate Similarity NPC475740
0.7528 Intermediate Similarity NPC180950
0.7528 Intermediate Similarity NPC474602
0.75 Intermediate Similarity NPC99168
0.75 Intermediate Similarity NPC285761
0.75 Intermediate Similarity NPC474989
0.75 Intermediate Similarity NPC11908
0.75 Intermediate Similarity NPC470396
0.75 Intermediate Similarity NPC74410
0.75 Intermediate Similarity NPC145498
0.75 Intermediate Similarity NPC134826
0.75 Intermediate Similarity NPC163020
0.75 Intermediate Similarity NPC148977
0.75 Intermediate Similarity NPC241512
0.75 Intermediate Similarity NPC474537
0.75 Intermediate Similarity NPC29447
0.75 Intermediate Similarity NPC6185
0.75 Intermediate Similarity NPC189485
0.75 Intermediate Similarity NPC470574
0.75 Intermediate Similarity NPC22955
0.75 Intermediate Similarity NPC475728
0.7471 Intermediate Similarity NPC85173
0.7471 Intermediate Similarity NPC475823
0.7471 Intermediate Similarity NPC310479
0.7471 Intermediate Similarity NPC126993
0.7471 Intermediate Similarity NPC474209
0.747 Intermediate Similarity NPC473592
0.747 Intermediate Similarity NPC105803
0.7468 Intermediate Similarity NPC151622
0.7468 Intermediate Similarity NPC7629
0.7468 Intermediate Similarity NPC106432
0.7468 Intermediate Similarity NPC470525
0.7468 Intermediate Similarity NPC69143
0.7468 Intermediate Similarity NPC180886
0.7468 Intermediate Similarity NPC104806
0.7467 Intermediate Similarity NPC208999
0.7442 Intermediate Similarity NPC328539
0.7442 Intermediate Similarity NPC7280
0.7442 Intermediate Similarity NPC472802
0.7442 Intermediate Similarity NPC229612
0.7442 Intermediate Similarity NPC473229
0.7442 Intermediate Similarity NPC471722
0.7439 Intermediate Similarity NPC14151
0.7439 Intermediate Similarity NPC90055
0.7439 Intermediate Similarity NPC471898
0.7439 Intermediate Similarity NPC170303
0.7439 Intermediate Similarity NPC225515
0.7439 Intermediate Similarity NPC476646
0.7439 Intermediate Similarity NPC473420
0.7436 Intermediate Similarity NPC100334
0.7436 Intermediate Similarity NPC71152
0.7432 Intermediate Similarity NPC103734
0.7416 Intermediate Similarity NPC279410
0.7416 Intermediate Similarity NPC23170
0.7416 Intermediate Similarity NPC474690
0.7416 Intermediate Similarity NPC119562
0.7416 Intermediate Similarity NPC472977
0.7416 Intermediate Similarity NPC103527
0.7416 Intermediate Similarity NPC472976
0.7416 Intermediate Similarity NPC471207
0.7412 Intermediate Similarity NPC145879
0.7412 Intermediate Similarity NPC474733
0.7412 Intermediate Similarity NPC474778
0.7412 Intermediate Similarity NPC472479
0.7412 Intermediate Similarity NPC472985
0.7412 Intermediate Similarity NPC158393
0.7412 Intermediate Similarity NPC31564
0.7412 Intermediate Similarity NPC472986
0.7412 Intermediate Similarity NPC474732

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC22134 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
0.8312 Intermediate Similarity NPD4195 Approved
0.775 Intermediate Similarity NPD4695 Discontinued
0.7619 Intermediate Similarity NPD3618 Phase 1
0.7619 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6079 Approved
0.7561 Intermediate Similarity NPD4221 Approved
0.7561 Intermediate Similarity NPD4223 Phase 3
0.7529 Intermediate Similarity NPD3573 Approved
0.7436 Intermediate Similarity NPD4785 Approved
0.7436 Intermediate Similarity NPD4784 Approved
0.7412 Intermediate Similarity NPD5690 Phase 2
0.7412 Intermediate Similarity NPD4519 Discontinued
0.7412 Intermediate Similarity NPD4623 Approved
0.7381 Intermediate Similarity NPD4197 Approved
0.7356 Intermediate Similarity NPD5328 Approved
0.7349 Intermediate Similarity NPD3667 Approved
0.7317 Intermediate Similarity NPD7525 Registered
0.7303 Intermediate Similarity NPD4202 Approved
0.7294 Intermediate Similarity NPD5329 Approved
0.7253 Intermediate Similarity NPD5222 Approved
0.7253 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD5221 Approved
0.725 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD4138 Approved
0.7209 Intermediate Similarity NPD4690 Approved
0.7209 Intermediate Similarity NPD4689 Approved
0.7209 Intermediate Similarity NPD4688 Approved
0.7209 Intermediate Similarity NPD4693 Phase 3
0.7209 Intermediate Similarity NPD5205 Approved
0.7204 Intermediate Similarity NPD4696 Approved
0.7204 Intermediate Similarity NPD5286 Approved
0.7204 Intermediate Similarity NPD5285 Approved
0.7195 Intermediate Similarity NPD7645 Phase 2
0.7191 Intermediate Similarity NPD7515 Phase 2
0.7179 Intermediate Similarity NPD4243 Approved
0.7176 Intermediate Similarity NPD4786 Approved
0.7176 Intermediate Similarity NPD3133 Approved
0.7176 Intermediate Similarity NPD3666 Approved
0.7176 Intermediate Similarity NPD3665 Phase 1
0.7174 Intermediate Similarity NPD5173 Approved
0.7128 Intermediate Similarity NPD5223 Approved
0.7125 Intermediate Similarity NPD6942 Approved
0.7125 Intermediate Similarity NPD7339 Approved
0.7097 Intermediate Similarity NPD5290 Discontinued
0.7073 Intermediate Similarity NPD3617 Approved
0.7053 Intermediate Similarity NPD5211 Phase 2
0.7053 Intermediate Similarity NPD5224 Approved
0.7053 Intermediate Similarity NPD5225 Approved
0.7053 Intermediate Similarity NPD5226 Approved
0.7053 Intermediate Similarity NPD4633 Approved
0.7033 Intermediate Similarity NPD7748 Approved
0.7011 Intermediate Similarity NPD4694 Approved
0.7011 Intermediate Similarity NPD5280 Approved
0.7 Intermediate Similarity NPD6924 Approved
0.7 Intermediate Similarity NPD6926 Approved
0.6989 Remote Similarity NPD4755 Approved
0.6979 Remote Similarity NPD5175 Approved
0.6979 Remote Similarity NPD5174 Approved
0.6966 Remote Similarity NPD4753 Phase 2
0.6957 Remote Similarity NPD5210 Approved
0.6957 Remote Similarity NPD4629 Approved
0.6914 Remote Similarity NPD5275 Approved
0.6914 Remote Similarity NPD4190 Phase 3
0.6907 Remote Similarity NPD5141 Approved
0.6882 Remote Similarity NPD4697 Phase 3
0.6842 Remote Similarity NPD4700 Approved
0.6835 Remote Similarity NPD4691 Approved
0.6829 Remote Similarity NPD6933 Approved
0.6813 Remote Similarity NPD5281 Approved
0.6813 Remote Similarity NPD5284 Approved
0.6809 Remote Similarity NPD7902 Approved
0.679 Remote Similarity NPD4058 Approved
0.6782 Remote Similarity NPD3668 Phase 3
0.6778 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5697 Approved
0.675 Remote Similarity NPD7150 Approved
0.675 Remote Similarity NPD7152 Approved
0.675 Remote Similarity NPD7151 Approved
0.6737 Remote Similarity NPD4225 Approved
0.6709 Remote Similarity NPD4137 Phase 3
0.6707 Remote Similarity NPD8264 Approved
0.6706 Remote Similarity NPD7509 Discontinued
0.6705 Remote Similarity NPD1696 Phase 3
0.67 Remote Similarity NPD4730 Approved
0.67 Remote Similarity NPD6011 Approved
0.67 Remote Similarity NPD6881 Approved
0.67 Remote Similarity NPD6899 Approved
0.67 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD4518 Approved
0.6634 Remote Similarity NPD6012 Approved
0.6634 Remote Similarity NPD6013 Approved
0.6634 Remote Similarity NPD6014 Approved
0.6633 Remote Similarity NPD4754 Approved
0.6629 Remote Similarity NPD5279 Phase 3
0.6625 Remote Similarity NPD4747 Approved
0.6625 Remote Similarity NPD7144 Approved
0.6625 Remote Similarity NPD7143 Approved
0.6569 Remote Similarity NPD5250 Approved
0.6569 Remote Similarity NPD5247 Approved
0.6569 Remote Similarity NPD5251 Approved
0.6569 Remote Similarity NPD5249 Phase 3
0.6569 Remote Similarity NPD7290 Approved
0.6569 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7102 Approved
0.6569 Remote Similarity NPD5248 Approved
0.6569 Remote Similarity NPD4634 Approved
0.6569 Remote Similarity NPD5135 Approved
0.6569 Remote Similarity NPD6883 Approved
0.6569 Remote Similarity NPD5169 Approved
0.6562 Remote Similarity NPD7638 Approved
0.6559 Remote Similarity NPD6399 Phase 3
0.6556 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6548 Remote Similarity NPD6932 Approved
0.6538 Remote Similarity NPD7331 Phase 2
0.6535 Remote Similarity NPD5128 Approved
0.6535 Remote Similarity NPD5168 Approved
0.6531 Remote Similarity NPD5091 Approved
0.6522 Remote Similarity NPD4096 Approved
0.6512 Remote Similarity NPD6931 Approved
0.6512 Remote Similarity NPD4748 Discontinued
0.6512 Remote Similarity NPD6930 Phase 2
0.6512 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5216 Approved
0.6505 Remote Similarity NPD5217 Approved
0.6505 Remote Similarity NPD5127 Approved
0.6505 Remote Similarity NPD6649 Approved
0.6505 Remote Similarity NPD6869 Approved
0.6505 Remote Similarity NPD6847 Approved
0.6505 Remote Similarity NPD5215 Approved
0.6505 Remote Similarity NPD6650 Approved
0.6505 Remote Similarity NPD6617 Approved
0.6505 Remote Similarity NPD8130 Phase 1
0.65 Remote Similarity NPD6922 Approved
0.65 Remote Similarity NPD5739 Approved
0.65 Remote Similarity NPD4767 Approved
0.65 Remote Similarity NPD4768 Approved
0.65 Remote Similarity NPD6402 Approved
0.65 Remote Similarity NPD7128 Approved
0.65 Remote Similarity NPD6675 Approved
0.65 Remote Similarity NPD6923 Approved
0.6495 Remote Similarity NPD7639 Approved
0.6495 Remote Similarity NPD7640 Approved
0.6489 Remote Similarity NPD7900 Approved
0.6489 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6001 Approved
0.6484 Remote Similarity NPD5208 Approved
0.6471 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6083 Phase 2
0.6458 Remote Similarity NPD6084 Phase 2
0.6444 Remote Similarity NPD7334 Approved
0.6444 Remote Similarity NPD6409 Approved
0.6444 Remote Similarity NPD6684 Approved
0.6444 Remote Similarity NPD5330 Approved
0.6444 Remote Similarity NPD7146 Approved
0.6444 Remote Similarity NPD7521 Approved
0.6442 Remote Similarity NPD6882 Approved
0.6442 Remote Similarity NPD8297 Approved
0.6437 Remote Similarity NPD4692 Approved
0.6437 Remote Similarity NPD4139 Approved
0.6436 Remote Similarity NPD5701 Approved
0.6421 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6421 Remote Similarity NPD5695 Phase 3
0.6413 Remote Similarity NPD6673 Approved
0.6413 Remote Similarity NPD6904 Approved
0.6413 Remote Similarity NPD6080 Approved
0.641 Remote Similarity NPD7341 Phase 2
0.6395 Remote Similarity NPD6929 Approved
0.6392 Remote Similarity NPD5696 Approved
0.6386 Remote Similarity NPD4687 Approved
0.6383 Remote Similarity NPD5133 Approved
0.6381 Remote Similarity NPD4632 Approved
0.6375 Remote Similarity NPD5360 Phase 3
0.6375 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7320 Approved
0.6364 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7115 Discovery
0.6354 Remote Similarity NPD7614 Phase 1
0.6344 Remote Similarity NPD5207 Approved
0.6333 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1694 Approved
0.6322 Remote Similarity NPD7332 Phase 2
0.6322 Remote Similarity NPD7514 Phase 3
0.6321 Remote Similarity NPD5167 Approved
0.6311 Remote Similarity NPD6372 Approved
0.6311 Remote Similarity NPD6373 Approved
0.6304 Remote Similarity NPD6903 Approved
0.6304 Remote Similarity NPD6672 Approved
0.6304 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5737 Approved
0.6292 Remote Similarity NPD6695 Phase 3
0.6279 Remote Similarity NPD7145 Approved
0.6277 Remote Similarity NPD5693 Phase 1
0.6277 Remote Similarity NPD5694 Approved
0.6264 Remote Similarity NPD6098 Approved
0.6222 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6683 Phase 2
0.6204 Remote Similarity NPD6317 Approved
0.6204 Remote Similarity NPD6009 Approved
0.619 Remote Similarity NPD5733 Approved

Structure

External Identifiers

PubChem CID   11892087
ChEMBL   CHEMBL527009
ZINC  

Physicochemical Properties

Molecular Weight:  278.22
ALogP:  1.0741
MLogP:  3.22
XLogP:  5.199
# Rotatable Bonds:  8
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  20

Download Data

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