NPASS drugs

Drug Information

Drug ID:	NPD4247
Drug Name:
Molecular Formula:	C20H32O4
Canonical SMILES:	CCCCC/C=CC[C@H](/C=C/C=C/C=C[C@H](CCCC(=O)O)O)O
Standard InCHI:	"InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1"
Standard InCHIKey:	VNYSSYRCGWBHLG-AMOLWHMGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4247

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	113764
0.1-0.2	87559
0.2-0.3	8490
0.3-0.4	1092
0.4-0.5	435
0.5-0.6	108
0.6-0.7	51
0.7-0.8	33
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	2

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	NPC326135
High Similarity	1.0	NPC49863
High Similarity	0.8605	NPC321161
High Similarity	0.8571	NPC323477
Intermediate Similarity	0.8372	NPC327280
Intermediate Similarity	0.8372	NPC584394
Intermediate Similarity	0.8222	NPC328653
Intermediate Similarity	0.8043	NPC324682
Intermediate Similarity	0.7955	NPC323826
Intermediate Similarity	0.7778	NPC323045
Intermediate Similarity	0.7778	NPC317881
Intermediate Similarity	0.7778	NPC524738
Intermediate Similarity	0.7609	NPC324799
Intermediate Similarity	0.75	NPC504322
Intermediate Similarity	0.7447	NPC320658
Intermediate Similarity	0.7447	NPC276593
Intermediate Similarity	0.7447	NPC325393
Intermediate Similarity	0.7447	NPC316988
Intermediate Similarity	0.7447	NPC96299
Intermediate Similarity	0.7447	NPC323993
Intermediate Similarity	0.7447	NPC323376
Intermediate Similarity	0.7447	NPC607260
Intermediate Similarity	0.7447	NPC605544
Intermediate Similarity	0.7447	NPC521833
Intermediate Similarity	0.7447	NPC576237
Intermediate Similarity	0.7447	NPC595548
Intermediate Similarity	0.7333	NPC324816
Intermediate Similarity	0.7333	NPC323527
Intermediate Similarity	0.7273	NPC324475
Intermediate Similarity	0.7273	NPC521961
Intermediate Similarity	0.7273	NPC604775
Intermediate Similarity	0.7174	NPC324970
Intermediate Similarity	0.7111	NPC321842
Intermediate Similarity	0.7111	NPC327466
Intermediate Similarity	0.7111	NPC255863
Intermediate Similarity	0.7111	NPC1504
Intermediate Similarity	0.7111	NPC324190
Intermediate Similarity	0.7111	NPC136164
Intermediate Similarity	0.7111	NPC245947
Intermediate Similarity	0.7111	NPC501208
Intermediate Similarity	0.7111	NPC568334
Remote Similarity	0.6957	NPC242250
Remote Similarity	0.6957	NPC322516
Remote Similarity	0.6889	NPC109298
Remote Similarity	0.6875	NPC329465
Remote Similarity	0.6875	NPC329602
Remote Similarity	0.6875	NPC317029
Remote Similarity	0.6875	NPC538927
Remote Similarity	0.6875	NPC593678
Remote Similarity	0.6735	NPC323855
Remote Similarity	0.6667	NPC286731
Remote Similarity	0.6667	NPC318244
Remote Similarity	0.6667	NPC320535
Remote Similarity	0.6667	NPC319633
Remote Similarity	0.6667	NPC319815
Remote Similarity	0.6667	NPC166737
Remote Similarity	0.6596	NPC17476
Remote Similarity	0.6596	NPC322733
Remote Similarity	0.6596	NPC319044
Remote Similarity	0.6596	NPC325627
Remote Similarity	0.6596	NPC324857
Remote Similarity	0.6596	NPC557531
Remote Similarity	0.6596	NPC571854
Remote Similarity	0.6596	NPC574403
Remote Similarity	0.6596	NPC602736
Remote Similarity	0.6531	NPC535750
Remote Similarity	0.6458	NPC327112
Remote Similarity	0.6458	NPC318623
Remote Similarity	0.6458	NPC323785
Remote Similarity	0.64	NPC320690
Remote Similarity	0.64	NPC512307
Remote Similarity	0.6383	NPC61248
Remote Similarity	0.6383	NPC168640
Remote Similarity	0.6383	NPC243532
Remote Similarity	0.6383	NPC544624
Remote Similarity	0.6275	NPC316938
Remote Similarity	0.6275	NPC580329
Remote Similarity	0.62	NPC495734
Remote Similarity	0.62	NPC509880
Remote Similarity	0.62	NPC516882
Remote Similarity	0.62	NPC522118
Remote Similarity	0.617	NPC121855
Remote Similarity	0.617	NPC317999
Remote Similarity	0.6154	NPC328468
Remote Similarity	0.6154	NPC320174
Remote Similarity	0.6154	NPC591305
Remote Similarity	0.6122	NPC317244
Remote Similarity	0.6122	NPC37198
Remote Similarity	0.6122	NPC327395
Remote Similarity	0.6122	NPC323804
Remote Similarity	0.6122	NPC511059
Remote Similarity	0.6122	NPC560014
Remote Similarity	0.5957	NPC326041
Remote Similarity	0.5957	NPC327189
Remote Similarity	0.5957	NPC138710
Remote Similarity	0.5957	NPC567767
Remote Similarity	0.5918	NPC319694
Remote Similarity	0.5918	NPC263327
Remote Similarity	0.5918	NPC528887
Remote Similarity	0.5918	NPC575143
Remote Similarity	0.5882	NPC328652
Remote Similarity	0.5882	NPC491605
Remote Similarity	0.5882	NPC551738
Remote Similarity	0.587	NPC490576
Remote Similarity	0.587	NPC516260
Remote Similarity	0.587	NPC526440
Remote Similarity	0.587	NPC536897
Remote Similarity	0.587	NPC551900
Remote Similarity	0.587	NPC575030
Remote Similarity	0.587	NPC580437
Remote Similarity	0.587	NPC585632
Remote Similarity	0.587	NPC585661
Remote Similarity	0.587	NPC593538
Remote Similarity	0.5849	NPC317148
Remote Similarity	0.5849	NPC497585
Remote Similarity	0.5849	NPC573663
Remote Similarity	0.5833	NPC325448
Remote Similarity	0.5833	NPC324998
Remote Similarity	0.5769	NPC554934
Remote Similarity	0.5745	NPC318338
Remote Similarity	0.5745	NPC318388
Remote Similarity	0.5745	NPC542734
Remote Similarity	0.5745	NPC561335
Remote Similarity	0.5714	NPC199379
Remote Similarity	0.5714	NPC36881
Remote Similarity	0.5714	NPC289536
Remote Similarity	0.5714	NPC604933
Remote Similarity	0.5714	NPC43360
Remote Similarity	0.5714	NPC143827
Remote Similarity	0.5714	NPC36061
Remote Similarity	0.5714	NPC69510
Remote Similarity	0.5714	NPC28878
Remote Similarity	0.5714	NPC77272
Remote Similarity	0.5714	NPC189634
Remote Similarity	0.5714	NPC120649
Remote Similarity	0.5714	NPC237837
Remote Similarity	0.5714	NPC257978
Remote Similarity	0.5714	NPC290563
Remote Similarity	0.5714	NPC139029
Remote Similarity	0.5714	NPC139588
Remote Similarity	0.5714	NPC109266
Remote Similarity	0.5714	NPC16311
Remote Similarity	0.5714	NPC236592
Remote Similarity	0.5714	NPC48918
Remote Similarity	0.5714	NPC115124
Remote Similarity	0.5714	NPC281972
Remote Similarity	0.5714	NPC151250
Remote Similarity	0.5714	NPC288651
Remote Similarity	0.5714	NPC126750
Remote Similarity	0.5714	NPC327633
Remote Similarity	0.5714	NPC182767
Remote Similarity	0.5714	NPC187347
Remote Similarity	0.5714	NPC236119
Remote Similarity	0.5714	NPC237641
Remote Similarity	0.5714	NPC240731
Remote Similarity	0.5714	NPC611845
Remote Similarity	0.5714	NPC114627
Remote Similarity	0.5714	NPC220352
Remote Similarity	0.5714	NPC269301
Remote Similarity	0.5714	NPC308088
Remote Similarity	0.5714	NPC261874
Remote Similarity	0.5714	NPC87564
Remote Similarity	0.5714	NPC247835
Remote Similarity	0.5714	NPC13059
Remote Similarity	0.5714	NPC43361
Remote Similarity	0.5714	NPC166441
Remote Similarity	0.5714	NPC195102
Remote Similarity	0.5714	NPC208674
Remote Similarity	0.5714	NPC40071
Remote Similarity	0.5714	NPC311512
Remote Similarity	0.5714	NPC299515
Remote Similarity	0.5714	NPC179894
Remote Similarity	0.5714	NPC143716
Remote Similarity	0.5714	NPC492690
Remote Similarity	0.5714	NPC496486
Remote Similarity	0.5714	NPC505823
Remote Similarity	0.5714	NPC506628
Remote Similarity	0.5714	NPC513275
Remote Similarity	0.5714	NPC521052
Remote Similarity	0.5714	NPC523352
Remote Similarity	0.5714	NPC528311
Remote Similarity	0.5714	NPC540165
Remote Similarity	0.5714	NPC545437
Remote Similarity	0.5714	NPC547298
Remote Similarity	0.5714	NPC556218
Remote Similarity	0.5714	NPC559001
Remote Similarity	0.5714	NPC560800
Remote Similarity	0.5714	NPC564209
Remote Similarity	0.5714	NPC579146
Remote Similarity	0.5714	NPC583873
Remote Similarity	0.5714	NPC586506
Remote Similarity	0.5714	NPC591503
Remote Similarity	0.5714	NPC593138
Remote Similarity	0.5714	NPC593584
Remote Similarity	0.5686	NPC9805
Remote Similarity	0.5686	NPC534523
Remote Similarity	0.566	NPC325505
Remote Similarity	0.566	NPC558230
Remote Similarity	0.5625	NPC319142
Remote Similarity	0.5625	NPC542064

Drug Structure

NPD4247 OpenBabel08211704332D 27 26 0 0 1 0 0 0 0 0999 V2000 11.2583 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 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 6.0622 5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 2 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 6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 9 2 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 15 2 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 14 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 13 1 1 0 0 0 18 21 1 0 0 0 0 19 15 1 1 0 0 0 19 22 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001923
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280492
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.23
ALogP	-0.2327
MLogP	3.22
XLogP	4.499
HDA	4
HBD	3
Rotatable Bonds	18
TPSA	77.76
RO5 Violation	1