NPASS drugs

Drug Information

Drug ID:	NPD8264
Drug Name:	Xanthophyll
Molecular Formula:	C40H56O2
Canonical SMILES:	C/C(=CC=CC=C(C=CC=C(C=CC1=C(C)CC(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1C(=CC(CC1(C)C)O)C)C
Standard InCHI:	"InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+"
Standard InCHIKey:	KBPHJBAIARWVSC-DKLMTRRASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD8264

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	103329
0.1-0.2	105543
0.2-0.3	2031
0.3-0.4	465
0.4-0.5	143
0.5-0.6	96
0.6-0.7	58
0.7-0.8	30
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	15

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC171148
High Similarity	1.0	NPC313179
High Similarity	1.0	NPC68271
High Similarity	1.0	NPC281457
High Similarity	1.0	NPC291886
High Similarity	1.0	NPC69383
High Similarity	1.0	NPC169786
High Similarity	1.0	NPC98307
High Similarity	1.0	NPC102617
High Similarity	1.0	NPC491216
High Similarity	1.0	NPC506298
High Similarity	1.0	NPC515387
High Similarity	1.0	NPC521025
High Similarity	1.0	NPC562321
High Similarity	1.0	NPC599861
High Similarity	0.8571	NPC498317
Intermediate Similarity	0.7551	NPC2584
Intermediate Similarity	0.7551	NPC491676
Intermediate Similarity	0.7547	NPC592647
Intermediate Similarity	0.7451	NPC564740
Intermediate Similarity	0.74	NPC202977
Intermediate Similarity	0.74	NPC231047
Intermediate Similarity	0.7209	NPC45782
Intermediate Similarity	0.7209	NPC136514
Intermediate Similarity	0.7209	NPC491020
Intermediate Similarity	0.7209	NPC494567
Intermediate Similarity	0.7209	NPC496387
Intermediate Similarity	0.7209	NPC498760
Intermediate Similarity	0.7209	NPC506533
Intermediate Similarity	0.7209	NPC506915
Intermediate Similarity	0.7209	NPC519131
Intermediate Similarity	0.7209	NPC525337
Intermediate Similarity	0.7209	NPC526080
Intermediate Similarity	0.7209	NPC529392
Intermediate Similarity	0.7209	NPC532039
Intermediate Similarity	0.7209	NPC572235
Intermediate Similarity	0.7209	NPC577268
Intermediate Similarity	0.7209	NPC579580
Intermediate Similarity	0.7209	NPC593249
Intermediate Similarity	0.72	NPC519174
Intermediate Similarity	0.72	NPC586389
Intermediate Similarity	0.717	NPC186728
Intermediate Similarity	0.717	NPC519021
Intermediate Similarity	0.717	NPC595598
Intermediate Similarity	0.7	NPC607338
Intermediate Similarity	0.7	NPC594863
Remote Similarity	0.6981	NPC505871
Remote Similarity	0.6909	NPC560481
Remote Similarity	0.6889	NPC138397
Remote Similarity	0.6889	NPC5616
Remote Similarity	0.6889	NPC501009
Remote Similarity	0.6889	NPC504528
Remote Similarity	0.6889	NPC561634
Remote Similarity	0.6889	NPC565439
Remote Similarity	0.6792	NPC516389
Remote Similarity	0.6786	NPC82116
Remote Similarity	0.6786	NPC120476
Remote Similarity	0.6667	NPC38841
Remote Similarity	0.6667	NPC508299
Remote Similarity	0.6667	NPC542958
Remote Similarity	0.6667	NPC545982
Remote Similarity	0.6667	NPC547145
Remote Similarity	0.6667	NPC566199
Remote Similarity	0.6667	NPC599956
Remote Similarity	0.6596	NPC494255
Remote Similarity	0.6596	NPC516740
Remote Similarity	0.6596	NPC528578
Remote Similarity	0.6538	NPC167010
Remote Similarity	0.6538	NPC565765
Remote Similarity	0.6531	NPC507956
Remote Similarity	0.6531	NPC562592
Remote Similarity	0.6491	NPC497319
Remote Similarity	0.6458	NPC520871
Remote Similarity	0.6458	NPC569326
Remote Similarity	0.6415	NPC576569
Remote Similarity	0.64	NPC499119
Remote Similarity	0.64	NPC502927
Remote Similarity	0.64	NPC566326
Remote Similarity	0.6327	NPC278430
Remote Similarity	0.6327	NPC164487
Remote Similarity	0.6327	NPC2660
Remote Similarity	0.6327	NPC55681
Remote Similarity	0.6327	NPC517492
Remote Similarity	0.6327	NPC527777
Remote Similarity	0.6296	NPC594302
Remote Similarity	0.6275	NPC188488
Remote Similarity	0.6275	NPC575041
Remote Similarity	0.6269	NPC510258
Remote Similarity	0.6269	NPC583345
Remote Similarity	0.62	NPC196832
Remote Similarity	0.62	NPC306296
Remote Similarity	0.62	NPC243786
Remote Similarity	0.62	NPC220601
Remote Similarity	0.62	NPC499960
Remote Similarity	0.62	NPC531934
Remote Similarity	0.62	NPC553045
Remote Similarity	0.62	NPC570272
Remote Similarity	0.6122	NPC513589
Remote Similarity	0.6122	NPC583367
Remote Similarity	0.6122	NPC606837
Remote Similarity	0.6038	NPC495519
Remote Similarity	0.6032	NPC300606
Remote Similarity	0.6	NPC549931
Remote Similarity	0.6	NPC579274
Remote Similarity	0.5962	NPC525321
Remote Similarity	0.5962	NPC573536
Remote Similarity	0.5962	NPC583121
Remote Similarity	0.5932	NPC518158
Remote Similarity	0.5926	NPC497699
Remote Similarity	0.5926	NPC575735
Remote Similarity	0.5862	NPC545679
Remote Similarity	0.5862	NPC568281
Remote Similarity	0.5849	NPC242282
Remote Similarity	0.5849	NPC222781
Remote Similarity	0.5849	NPC316929
Remote Similarity	0.5849	NPC86234
Remote Similarity	0.5849	NPC496211
Remote Similarity	0.5849	NPC497775
Remote Similarity	0.5849	NPC498675
Remote Similarity	0.5849	NPC516044
Remote Similarity	0.5849	NPC524996
Remote Similarity	0.5849	NPC557957
Remote Similarity	0.5849	NPC563809
Remote Similarity	0.5849	NPC588576
Remote Similarity	0.5818	NPC539919
Remote Similarity	0.5789	NPC226555
Remote Similarity	0.5789	NPC96403
Remote Similarity	0.5789	NPC321606
Remote Similarity	0.5789	NPC214591
Remote Similarity	0.5741	NPC119806
Remote Similarity	0.5741	NPC316760
Remote Similarity	0.5714	NPC495608
Remote Similarity	0.5714	NPC531424
Remote Similarity	0.5672	NPC555758
Remote Similarity	0.5636	NPC183736
Remote Similarity	0.5636	NPC146591
Remote Similarity	0.5636	NPC520367
Remote Similarity	0.5636	NPC535099
Remote Similarity	0.5636	NPC561727
Remote Similarity	0.5636	NPC568097
Remote Similarity	0.5636	NPC568728
Remote Similarity	0.5636	NPC572459
Remote Similarity	0.5614	NPC311722
Remote Similarity	0.5614	NPC301221
Remote Similarity	0.5614	NPC17299
Remote Similarity	0.5614	NPC514796
Remote Similarity	0.5614	NPC594591
Remote Similarity	0.56	NPC95863
Remote Similarity	0.56	NPC526576
Remote Similarity	0.5536	NPC223110
Remote Similarity	0.5536	NPC294917
Remote Similarity	0.5536	NPC495063
Remote Similarity	0.5536	NPC498685
Remote Similarity	0.5536	NPC512691
Remote Similarity	0.5536	NPC514782
Remote Similarity	0.5536	NPC545219
Remote Similarity	0.5536	NPC563510
Remote Similarity	0.5536	NPC595345
Remote Similarity	0.5517	NPC506192
Remote Similarity	0.55	NPC263294
Remote Similarity	0.5484	NPC115979
Remote Similarity	0.5484	NPC175378
Remote Similarity	0.5484	NPC162797
Remote Similarity	0.5484	NPC143586
Remote Similarity	0.5484	NPC500556
Remote Similarity	0.5484	NPC500854
Remote Similarity	0.5441	NPC11996
Remote Similarity	0.5441	NPC536213
Remote Similarity	0.5439	NPC506722
Remote Similarity	0.5439	NPC514462
Remote Similarity	0.5439	NPC525234
Remote Similarity	0.5439	NPC535318
Remote Similarity	0.5424	NPC270549
Remote Similarity	0.541	NPC8304
Remote Similarity	0.5352	NPC19074
Remote Similarity	0.5345	NPC105857
Remote Similarity	0.5345	NPC495074
Remote Similarity	0.5345	NPC536324
Remote Similarity	0.5345	NPC536904
Remote Similarity	0.5345	NPC587279
Remote Similarity	0.5333	NPC51939
Remote Similarity	0.5333	NPC507541
Remote Similarity	0.5333	NPC544768
Remote Similarity	0.5333	NPC584014
Remote Similarity	0.5294	NPC551159
Remote Similarity	0.5278	NPC533666
Remote Similarity	0.5246	NPC307168
Remote Similarity	0.5246	NPC212819
Remote Similarity	0.5246	NPC540654
Remote Similarity	0.5238	NPC515330
Remote Similarity	0.5205	NPC173179
Remote Similarity	0.5205	NPC519251
Remote Similarity	0.5205	NPC535784
Remote Similarity	0.5167	NPC200061
Remote Similarity	0.5167	NPC503697
Remote Similarity	0.5167	NPC514866
Remote Similarity	0.5167	NPC543319
Remote Similarity	0.5161	NPC183993
Remote Similarity	0.5161	NPC201248
Remote Similarity	0.5161	NPC163749

Drug Structure

NPD8264 OpenBabel08211713002D 44 45 0 0 1 0 0 0 0 0999 V2000 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4904 -9.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9904 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 -8.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 12.9904 -7.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5885 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.5885 -10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 30 1 0 0 0 0 3 31 1 0 0 0 0 4 32 1 0 0 0 0 5 33 1 0 0 0 0 6 34 1 0 0 0 0 7 39 1 0 0 0 0 8 39 1 0 0 0 0 9 40 1 0 0 0 0 10 40 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 29 2 0 0 0 0 16 30 2 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 31 2 0 0 0 0 20 32 2 0 0 0 0 21 23 2 0 0 0 0 21 31 1 0 0 0 0 22 24 2 0 0 0 0 22 32 1 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 25 33 2 0 0 0 0 25 35 1 0 0 0 0 26 34 1 0 0 0 0 26 36 1 0 0 0 0 27 35 1 0 0 0 0 27 39 1 0 0 0 0 28 36 1 0 0 0 0 28 40 1 0 0 0 0 33 37 1 0 0 0 0 34 38 2 0 0 0 0 35 41 1 0 0 0 0 36 42 1 0 0 0 0 37 39 1 0 0 0 0 38 40 1 0 0 0 0 41 43 1 0 0 0 0 42 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB00137
ChEMBL	CHEMBL173929
IUPHAR/BPS
PharmaGKB	PA164748318
KEGG Drug
PubChem CID	0
ChEBI	28838
CAS Number	127-40-2

Drug Properties

Molecular Weight	568.43
ALogP	8.6213
MLogP	5.64
XLogP	11.283
HDA	2
HBD	2
Rotatable Bonds	22
TPSA	40.46
RO5 Violation	1