Natural Product: NPC270126

Natural Product ID:  NPC270126
Common Name:   Dehydronobilin
IUPAC Name:  
Synonyms:   Dehydronobilin
Molecular Formula:   C20H24O5
Standard InCHIKey:  FKDIIXZIKCNXAT-SLFMQDIPSA-N
Standard InCHI:  InChI=1S/C20H24O5/c1-6-12(3)19(22)24-16-9-11(2)7-8-15(21)13(4)10-17-18(16)14(5)20(23)25-17/h6-7,10,16-18H,5,8-9H2,1-4H3/b11-7+,12-6-,13-10-/t16-,17-,18+/m0/s1
Canonical SMILES:  C/C=C(C(=O)O[C@H]1C/C(=C/CC(=O)/C(=C[C@H]2[C@@H]1C(=C)C(=O)O2)/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
NPO33469 Asteraceae Family Asteraceae Eukaryota PMID[18329753]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 2.7 umol/ml 12825928

  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 NPC270126 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
0.9726 High Similarity NPC141789
0.9726 High Similarity NPC171204
0.9726 High Similarity NPC476028
0.96 High Similarity NPC281132
0.9315 High Similarity NPC476355
0.9231 High Similarity NPC40746
0.9231 High Similarity NPC169575
0.92 High Similarity NPC97516
0.9178 High Similarity NPC295633
0.9178 High Similarity NPC58956
0.9178 High Similarity NPC269206
0.9067 High Similarity NPC123360
0.9054 High Similarity NPC140287
0.9041 High Similarity NPC163003
0.9 High Similarity NPC470755
0.8987 High Similarity NPC131669
0.8987 High Similarity NPC59097
0.8987 High Similarity NPC473390
0.8974 High Similarity NPC281949
0.8974 High Similarity NPC25684
0.8974 High Similarity NPC24417
0.8974 High Similarity NPC301477
0.8961 High Similarity NPC178277
0.8961 High Similarity NPC98557
0.8961 High Similarity NPC167881
0.8933 High Similarity NPC155587
0.8889 High Similarity NPC475461
0.8889 High Similarity NPC305475
0.8875 High Similarity NPC96259
0.8875 High Similarity NPC141193
0.8875 High Similarity NPC158756
0.8875 High Similarity NPC476804
0.8861 High Similarity NPC229825
0.8831 High Similarity NPC108816
0.8831 High Similarity NPC93763
0.8816 High Similarity NPC235906
0.8767 High Similarity NPC88877
0.8767 High Similarity NPC476591
0.8765 High Similarity NPC255307
0.875 High Similarity NPC474703
0.8734 High Similarity NPC141810
0.8734 High Similarity NPC471325
0.8701 High Similarity NPC474760
0.8701 High Similarity NPC57744
0.869 High Similarity NPC179394
0.869 High Similarity NPC144133
0.8675 High Similarity NPC475819
0.8675 High Similarity NPC476805
0.8659 High Similarity NPC107787
0.8659 High Similarity NPC50637
0.8659 High Similarity NPC150755
0.8659 High Similarity NPC469910
0.8642 High Similarity NPC115786
0.8642 High Similarity NPC114979
0.8642 High Similarity NPC191476
0.863 High Similarity NPC470256
0.8625 High Similarity NPC173609
0.859 High Similarity NPC128276
0.859 High Similarity NPC196653
0.859 High Similarity NPC471465
0.8571 High Similarity NPC166919
0.8554 High Similarity NPC266957
0.8537 High Similarity NPC78089
0.8533 High Similarity NPC129665
0.8519 High Similarity NPC116543
0.85 High Similarity NPC52861
0.8493 Intermediate Similarity NPC194871
0.8488 Intermediate Similarity NPC273579
0.8488 Intermediate Similarity NPC295204
0.8488 Intermediate Similarity NPC162205
0.8488 Intermediate Similarity NPC288240
0.8488 Intermediate Similarity NPC165383
0.8481 Intermediate Similarity NPC617
0.8471 Intermediate Similarity NPC475855
0.8471 Intermediate Similarity NPC473619
0.8462 Intermediate Similarity NPC65603
0.8462 Intermediate Similarity NPC187568
0.8462 Intermediate Similarity NPC320630
0.8462 Intermediate Similarity NPC41780
0.8462 Intermediate Similarity NPC116177
0.8462 Intermediate Similarity NPC470240
0.8462 Intermediate Similarity NPC476794
0.8462 Intermediate Similarity NPC7563
0.8452 Intermediate Similarity NPC476803
0.8442 Intermediate Similarity NPC226669
0.8442 Intermediate Similarity NPC138408
0.8442 Intermediate Similarity NPC193351
0.8372 Intermediate Similarity NPC473321
0.8354 Intermediate Similarity NPC267231
0.8333 Intermediate Similarity NPC68819
0.8313 Intermediate Similarity NPC165162
0.8312 Intermediate Similarity NPC294434
0.8312 Intermediate Similarity NPC259599
0.8312 Intermediate Similarity NPC117746
0.8312 Intermediate Similarity NPC15499
0.8293 Intermediate Similarity NPC318468
0.8293 Intermediate Similarity NPC475947
0.8276 Intermediate Similarity NPC228451
0.8276 Intermediate Similarity NPC475302
0.8276 Intermediate Similarity NPC125674
0.8276 Intermediate Similarity NPC475838
0.8272 Intermediate Similarity NPC42470
0.8256 Intermediate Similarity NPC469368
0.8256 Intermediate Similarity NPC474232
0.825 Intermediate Similarity NPC63649
0.825 Intermediate Similarity NPC472965
0.825 Intermediate Similarity NPC264227
0.8235 Intermediate Similarity NPC473715
0.8193 Intermediate Similarity NPC159635
0.8182 Intermediate Similarity NPC474247
0.8182 Intermediate Similarity NPC140543
0.8182 Intermediate Similarity NPC473330
0.8182 Intermediate Similarity NPC473316
0.8171 Intermediate Similarity NPC475690
0.8171 Intermediate Similarity NPC85772
0.8148 Intermediate Similarity NPC302426
0.8148 Intermediate Similarity NPC223904
0.814 Intermediate Similarity NPC151770
0.8108 Intermediate Similarity NPC248125
0.8095 Intermediate Similarity NPC215364
0.809 Intermediate Similarity NPC471142
0.809 Intermediate Similarity NPC471141
0.809 Intermediate Similarity NPC477922
0.8077 Intermediate Similarity NPC474758
0.8077 Intermediate Similarity NPC476590
0.8077 Intermediate Similarity NPC114727
0.8049 Intermediate Similarity NPC255580
0.8049 Intermediate Similarity NPC39411
0.8046 Intermediate Similarity NPC129419
0.8046 Intermediate Similarity NPC49342
0.8046 Intermediate Similarity NPC251385
0.8046 Intermediate Similarity NPC312042
0.8025 Intermediate Similarity NPC473980
0.8025 Intermediate Similarity NPC473981
0.8023 Intermediate Similarity NPC475902
0.8 Intermediate Similarity NPC230800
0.8 Intermediate Similarity NPC17585
0.8 Intermediate Similarity NPC469483
0.8 Intermediate Similarity NPC279621
0.8 Intermediate Similarity NPC284902
0.8 Intermediate Similarity NPC477921
0.8 Intermediate Similarity NPC279859
0.8 Intermediate Similarity NPC38576
0.7978 Intermediate Similarity NPC471147
0.7978 Intermediate Similarity NPC476267
0.7978 Intermediate Similarity NPC476596
0.7975 Intermediate Similarity NPC244166
0.7955 Intermediate Similarity NPC70595
0.7955 Intermediate Similarity NPC123177
0.7955 Intermediate Similarity NPC150978
0.7955 Intermediate Similarity NPC284185
0.7955 Intermediate Similarity NPC74103
0.7952 Intermediate Similarity NPC89555
0.7952 Intermediate Similarity NPC35556
0.7945 Intermediate Similarity NPC474658
0.7931 Intermediate Similarity NPC268298
0.7931 Intermediate Similarity NPC474032
0.7927 Intermediate Similarity NPC69271
0.7927 Intermediate Similarity NPC74673
0.7922 Intermediate Similarity NPC67183
0.7907 Intermediate Similarity NPC231889
0.7907 Intermediate Similarity NPC475703
0.7907 Intermediate Similarity NPC160138
0.7901 Intermediate Similarity NPC475699
0.7901 Intermediate Similarity NPC472960
0.7901 Intermediate Similarity NPC299235
0.7895 Intermediate Similarity NPC218477
0.7889 Intermediate Similarity NPC475659
0.7882 Intermediate Similarity NPC50362
0.7882 Intermediate Similarity NPC38468
0.7882 Intermediate Similarity NPC319795
0.7882 Intermediate Similarity NPC261380
0.7882 Intermediate Similarity NPC21469
0.7865 Intermediate Similarity NPC476598
0.7865 Intermediate Similarity NPC476597
0.7865 Intermediate Similarity NPC469692
0.7865 Intermediate Similarity NPC469645
0.7857 Intermediate Similarity NPC272814
0.7857 Intermediate Similarity NPC250315
0.7857 Intermediate Similarity NPC39588
0.7857 Intermediate Similarity NPC170286
0.7857 Intermediate Similarity NPC128429
0.7849 Intermediate Similarity NPC164598
0.7849 Intermediate Similarity NPC474339
0.7848 Intermediate Similarity NPC48641
0.7841 Intermediate Similarity NPC80875
0.7841 Intermediate Similarity NPC62815
0.7841 Intermediate Similarity NPC253144
0.7841 Intermediate Similarity NPC475748
0.7831 Intermediate Similarity NPC10276
0.7831 Intermediate Similarity NPC35089
0.7831 Intermediate Similarity NPC325031
0.7826 Intermediate Similarity NPC471144
0.7821 Intermediate Similarity NPC84038
0.7816 Intermediate Similarity NPC469631
0.7816 Intermediate Similarity NPC475906
0.7816 Intermediate Similarity NPC469628
0.7816 Intermediate Similarity NPC469653
0.7816 Intermediate Similarity NPC471047
0.7816 Intermediate Similarity NPC477302

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC270126 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
0.7882 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD1694 Approved
0.7333 Intermediate Similarity NPD1695 Approved
0.7326 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD5209 Approved
0.7253 Intermediate Similarity NPD6698 Approved
0.7253 Intermediate Similarity NPD5785 Approved
0.7253 Intermediate Similarity NPD46 Approved
0.7079 Intermediate Similarity NPD5363 Approved
0.7051 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD7154 Phase 3
0.6931 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6435 Approved
0.6742 Remote Similarity NPD4270 Approved
0.6742 Remote Similarity NPD4269 Approved
0.6735 Remote Similarity NPD4225 Approved
0.6731 Remote Similarity NPD6371 Approved
0.6706 Remote Similarity NPD8039 Approved
0.6705 Remote Similarity NPD4252 Approved
0.6703 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD4271 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD4268 Approved
0.663 Remote Similarity NPD4249 Approved
0.663 Remote Similarity NPD5786 Approved
0.6629 Remote Similarity NPD5369 Approved
0.6559 Remote Similarity NPD4250 Approved
0.6559 Remote Similarity NPD4251 Approved
0.6552 Remote Similarity NPD4756 Discovery
0.6517 Remote Similarity NPD4819 Approved
0.6517 Remote Similarity NPD4821 Approved
0.6517 Remote Similarity NPD4822 Approved
0.6517 Remote Similarity NPD4820 Approved
0.6517 Remote Similarity NPD5368 Approved
0.6495 Remote Similarity NPD5282 Discontinued
0.6477 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7983 Approved
0.6452 Remote Similarity NPD7521 Approved
0.6452 Remote Similarity NPD6409 Approved
0.6452 Remote Similarity NPD5330 Approved
0.6452 Remote Similarity NPD7146 Approved
0.6452 Remote Similarity NPD6684 Approved
0.6452 Remote Similarity NPD7334 Approved
0.64 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6399 Phase 3
0.6381 Remote Similarity NPD6686 Approved
0.6327 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7900 Approved
0.6316 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6672 Approved
0.6316 Remote Similarity NPD5737 Approved
0.6289 Remote Similarity NPD5693 Phase 1
0.625 Remote Similarity NPD5370 Suspended
0.6237 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5779 Approved
0.6224 Remote Similarity NPD5778 Approved
0.6216 Remote Similarity NPD6927 Phase 3
0.6216 Remote Similarity NPD7115 Discovery
0.6204 Remote Similarity NPD8413 Clinical (unspecified phase)
0.619 Remote Similarity NPD6008 Approved
0.6147 Remote Similarity NPD6053 Discontinued
0.6145 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6139 Remote Similarity NPD7902 Approved
0.6129 Remote Similarity NPD5332 Approved
0.6129 Remote Similarity NPD5331 Approved
0.6122 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6111 Remote Similarity NPD2067 Discontinued
0.6105 Remote Similarity NPD6422 Discontinued
0.61 Remote Similarity NPD6356 Clinical (unspecified phase)
0.61 Remote Similarity NPD5695 Phase 3
0.6087 Remote Similarity NPD4790 Discontinued
0.6082 Remote Similarity NPD6101 Approved
0.6082 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5696 Approved
0.6078 Remote Similarity NPD7638 Approved
0.6055 Remote Similarity NPD2181 Clinical (unspecified phase)
0.604 Remote Similarity NPD7839 Suspended
0.602 Remote Similarity NPD5207 Approved
0.6019 Remote Similarity NPD7639 Approved
0.6019 Remote Similarity NPD7640 Approved
0.6019 Remote Similarity NPD6648 Approved
0.6 Remote Similarity NPD7748 Approved
0.5981 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5697 Approved
0.598 Remote Similarity NPD6083 Phase 2
0.598 Remote Similarity NPD6084 Phase 2
0.5976 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5962 Remote Similarity NPD5344 Discontinued
0.596 Remote Similarity NPD6411 Approved
0.5952 Remote Similarity NPD7331 Phase 2
0.5926 Remote Similarity NPD6881 Approved
0.5926 Remote Similarity NPD6899 Approved
0.5918 Remote Similarity NPD6673 Approved
0.5918 Remote Similarity NPD6080 Approved
0.5918 Remote Similarity NPD6904 Approved
0.5909 Remote Similarity NPD6650 Approved
0.5909 Remote Similarity NPD6649 Approved
0.5888 Remote Similarity NPD7128 Approved
0.5888 Remote Similarity NPD6675 Approved
0.5888 Remote Similarity NPD5739 Approved
0.5888 Remote Similarity NPD6402 Approved
0.5876 Remote Similarity NPD3573 Approved
0.5872 Remote Similarity NPD6014 Approved
0.5872 Remote Similarity NPD6012 Approved
0.5872 Remote Similarity NPD2182 Approved
0.5872 Remote Similarity NPD6372 Approved
0.5872 Remote Similarity NPD6013 Approved
0.5872 Remote Similarity NPD6373 Approved
0.5859 Remote Similarity NPD5692 Phase 3
0.5849 Remote Similarity NPD6647 Phase 2
0.5842 Remote Similarity NPD6001 Approved
0.5833 Remote Similarity NPD5701 Approved
0.5818 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5818 Remote Similarity NPD7102 Approved
0.5818 Remote Similarity NPD7290 Approved
0.5818 Remote Similarity NPD6883 Approved
0.5816 Remote Similarity NPD5208 Approved
0.5806 Remote Similarity NPD4695 Discontinued
0.58 Remote Similarity NPD7515 Phase 2
0.58 Remote Similarity NPD5281 Approved
0.58 Remote Similarity NPD5694 Approved
0.58 Remote Similarity NPD7637 Suspended
0.58 Remote Similarity NPD5284 Approved
0.58 Remote Similarity NPD6050 Approved
0.5789 Remote Similarity NPD6110 Phase 1
0.5789 Remote Similarity NPD28 Approved
0.5789 Remote Similarity NPD29 Approved
0.578 Remote Similarity NPD6011 Approved
0.578 Remote Similarity NPD7320 Approved
0.5773 Remote Similarity NPD3618 Phase 1
0.5769 Remote Similarity NPD9298 Approved
0.5766 Remote Similarity NPD6869 Approved
0.5766 Remote Similarity NPD6847 Approved
0.5766 Remote Similarity NPD6617 Approved
0.5766 Remote Similarity NPD8130 Phase 1
0.5765 Remote Similarity NPD3704 Approved
0.5758 Remote Similarity NPD6051 Approved
0.5732 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5729 Remote Similarity NPD3666 Approved
0.5729 Remote Similarity NPD3133 Approved
0.5729 Remote Similarity NPD3665 Phase 1
0.5729 Remote Similarity NPD3668 Phase 3
0.5727 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8515 Approved
0.5726 Remote Similarity NPD8516 Approved
0.5726 Remote Similarity NPD8513 Phase 3
0.5726 Remote Similarity NPD8517 Approved
0.5714 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD8297 Approved
0.5714 Remote Similarity NPD6882 Approved
0.5714 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5698 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5684 Remote Similarity NPD3667 Approved
0.5647 Remote Similarity NPD7341 Phase 2
0.5641 Remote Similarity NPD3172 Approved
0.5631 Remote Similarity NPD5210 Approved
0.5631 Remote Similarity NPD4629 Approved
0.563 Remote Similarity NPD7642 Approved
0.5625 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5625 Remote Similarity NPD2204 Approved
0.5612 Remote Similarity NPD6098 Approved
0.5612 Remote Similarity NPD5279 Phase 3
0.5607 Remote Similarity NPD5211 Phase 2
0.5603 Remote Similarity NPD7641 Discontinued
0.56 Remote Similarity NPD4753 Phase 2
0.56 Remote Similarity NPD5343 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL491639
ZINC  

Physicochemical Properties

Molecular Weight:  344.16
ALogP:  2.9383
MLogP:  3.11
XLogP:  2.231
# Rotatable Bonds:  7
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  25

Download Data

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