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 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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	74
0.1-0.2	934
0.2-0.3	4362
0.3-0.4	12288
0.4-0.5	8010
0.5-0.6	4161
0.6-0.7	931
0.7-0.8	108
0.8-0.85	13
0.85-0.9	2
0.9-0.95	2
0.95-1	5

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC49863
High Similarity	0.9839	NPC328653
High Similarity	0.9677	NPC323477
High Similarity	0.9677	NPC323045
High Similarity	0.9677	NPC317881
High Similarity	0.9365	NPC320642
High Similarity	0.9254	NPC325627
High Similarity	0.873	NPC327112
High Similarity	0.8571	NPC329249
Intermediate Similarity	0.8485	NPC255863
Intermediate Similarity	0.8485	NPC245947
Intermediate Similarity	0.8485	NPC136164
Intermediate Similarity	0.8438	NPC328311
Intermediate Similarity	0.8281	NPC322186
Intermediate Similarity	0.8281	NPC322002
Intermediate Similarity	0.8235	NPC26500
Intermediate Similarity	0.8235	NPC99619
Intermediate Similarity	0.8209	NPC318420
Intermediate Similarity	0.8209	NPC326268
Intermediate Similarity	0.8056	NPC92558
Intermediate Similarity	0.8	NPC143396
Intermediate Similarity	0.8	NPC318306
Intermediate Similarity	0.7969	NPC323436
Intermediate Similarity	0.7887	NPC476037
Intermediate Similarity	0.7879	NPC243532
Intermediate Similarity	0.7808	NPC227396
Intermediate Similarity	0.7794	NPC470320
Intermediate Similarity	0.7761	NPC201939
Intermediate Similarity	0.7761	NPC321838
Intermediate Similarity	0.7746	NPC236208
Intermediate Similarity	0.7746	NPC317583
Intermediate Similarity	0.7714	NPC478097
Intermediate Similarity	0.7703	NPC260396
Intermediate Similarity	0.7671	NPC329890
Intermediate Similarity	0.7671	NPC326024
Intermediate Similarity	0.7654	NPC86005
Intermediate Similarity	0.7654	NPC477959
Intermediate Similarity	0.7639	NPC476012
Intermediate Similarity	0.7571	NPC146811
Intermediate Similarity	0.7538	NPC324224
Intermediate Similarity	0.7538	NPC472808
Intermediate Similarity	0.7536	NPC226592
Intermediate Similarity	0.75	NPC477829
Intermediate Similarity	0.75	NPC113293
Intermediate Similarity	0.7465	NPC25298
Intermediate Similarity	0.7465	NPC478100
Intermediate Similarity	0.7432	NPC284006
Intermediate Similarity	0.7432	NPC329914
Intermediate Similarity	0.7429	NPC478099
Intermediate Similarity	0.7429	NPC476657
Intermediate Similarity	0.7429	NPC476655
Intermediate Similarity	0.7429	NPC478098
Intermediate Similarity	0.7429	NPC476654
Intermediate Similarity	0.7424	NPC323498
Intermediate Similarity	0.7424	NPC211752
Intermediate Similarity	0.7424	NPC323597
Intermediate Similarity	0.7403	NPC127526
Intermediate Similarity	0.7397	NPC476660
Intermediate Similarity	0.7381	NPC313670
Intermediate Similarity	0.7368	NPC188860
Intermediate Similarity	0.7353	NPC321919
Intermediate Similarity	0.7353	NPC81896
Intermediate Similarity	0.7324	NPC476656
Intermediate Similarity	0.7324	NPC478101
Intermediate Similarity	0.7324	NPC476659
Intermediate Similarity	0.7297	NPC293114
Intermediate Similarity	0.7286	NPC328089
Intermediate Similarity	0.7286	NPC68343
Intermediate Similarity	0.7273	NPC327388
Intermediate Similarity	0.7273	NPC18951
Intermediate Similarity	0.7273	NPC233071
Intermediate Similarity	0.726	NPC130618
Intermediate Similarity	0.726	NPC470436
Intermediate Similarity	0.726	NPC473772
Intermediate Similarity	0.7258	NPC5413
Intermediate Similarity	0.7258	NPC149821
Intermediate Similarity	0.7246	NPC475984
Intermediate Similarity	0.7246	NPC320305
Intermediate Similarity	0.7246	NPC328776
Intermediate Similarity	0.7237	NPC473948
Intermediate Similarity	0.7231	NPC137538
Intermediate Similarity	0.7222	NPC271921
Intermediate Similarity	0.7222	NPC330426
Intermediate Similarity	0.7222	NPC104537
Intermediate Similarity	0.7222	NPC127091
Intermediate Similarity	0.7222	NPC22101
Intermediate Similarity	0.7222	NPC148192
Intermediate Similarity	0.7206	NPC329550
Intermediate Similarity	0.72	NPC470435
Intermediate Similarity	0.7188	NPC92114
Intermediate Similarity	0.7179	NPC182292
Intermediate Similarity	0.7164	NPC44542
Intermediate Similarity	0.7164	NPC472445
Intermediate Similarity	0.716	NPC52923
Intermediate Similarity	0.7143	NPC470965
Intermediate Similarity	0.7143	NPC29697
Intermediate Similarity	0.7143	NPC279537
Intermediate Similarity	0.7126	NPC5418
Intermediate Similarity	0.7125	NPC297440
Intermediate Similarity	0.7123	NPC48218
Intermediate Similarity	0.7123	NPC473559
Intermediate Similarity	0.7123	NPC141481
Intermediate Similarity	0.7123	NPC324981
Intermediate Similarity	0.7121	NPC52264
Intermediate Similarity	0.7108	NPC164393
Intermediate Similarity	0.7105	NPC474321
Intermediate Similarity	0.7097	NPC207292
Intermediate Similarity	0.7097	NPC91495
Intermediate Similarity	0.7089	NPC1180
Intermediate Similarity	0.7089	NPC321728
Intermediate Similarity	0.7077	NPC321062
Intermediate Similarity	0.7077	NPC70387
Intermediate Similarity	0.7073	NPC219966
Intermediate Similarity	0.7067	NPC477087
Intermediate Similarity	0.7067	NPC316185
Intermediate Similarity	0.7067	NPC319163
Intermediate Similarity	0.7067	NPC67076
Intermediate Similarity	0.7067	NPC320119
Intermediate Similarity	0.7067	NPC477086
Intermediate Similarity	0.7042	NPC476658
Intermediate Similarity	0.7027	NPC475982
Intermediate Similarity	0.7024	NPC179659
Intermediate Similarity	0.7015	NPC325977
Intermediate Similarity	0.7015	NPC477201
Intermediate Similarity	0.7	NPC40082
Intermediate Similarity	0.7	NPC271282
Intermediate Similarity	0.7	NPC26810
Intermediate Similarity	0.7	NPC325929
Intermediate Similarity	0.7	NPC115418
Intermediate Similarity	0.7	NPC66460
Remote Similarity	0.6988	NPC21469
Remote Similarity	0.6988	NPC137033
Remote Similarity	0.6986	NPC475443
Remote Similarity	0.6986	NPC473829
Remote Similarity	0.6974	NPC477085
Remote Similarity	0.6974	NPC185186
Remote Similarity	0.6974	NPC327383
Remote Similarity	0.697	NPC322461
Remote Similarity	0.697	NPC32467
Remote Similarity	0.697	NPC261831
Remote Similarity	0.697	NPC88966
Remote Similarity	0.697	NPC25417
Remote Similarity	0.697	NPC290563
Remote Similarity	0.697	NPC424
Remote Similarity	0.697	NPC6095
Remote Similarity	0.697	NPC87564
Remote Similarity	0.697	NPC281972
Remote Similarity	0.697	NPC110732
Remote Similarity	0.697	NPC85813
Remote Similarity	0.697	NPC154245
Remote Similarity	0.6966	NPC180722
Remote Similarity	0.6966	NPC165332
Remote Similarity	0.6966	NPC195645
Remote Similarity	0.6962	NPC39547
Remote Similarity	0.6962	NPC260814
Remote Similarity	0.6962	NPC323249
Remote Similarity	0.6962	NPC192006
Remote Similarity	0.6962	NPC27949
Remote Similarity	0.6962	NPC133377
Remote Similarity	0.6957	NPC222852
Remote Similarity	0.6933	NPC329904
Remote Similarity	0.6933	NPC473361
Remote Similarity	0.6933	NPC42526
Remote Similarity	0.6914	NPC315731
Remote Similarity	0.6914	NPC88735
Remote Similarity	0.6912	NPC225929
Remote Similarity	0.6905	NPC116575
Remote Similarity	0.6905	NPC112685
Remote Similarity	0.6905	NPC309211
Remote Similarity	0.6905	NPC122502
Remote Similarity	0.6892	NPC474823
Remote Similarity	0.6883	NPC315843
Remote Similarity	0.6875	NPC201225
Remote Similarity	0.6875	NPC59051
Remote Similarity	0.6875	NPC469747
Remote Similarity	0.6875	NPC263574
Remote Similarity	0.6867	NPC474251
Remote Similarity	0.6866	NPC228473
Remote Similarity	0.686	NPC256902
Remote Similarity	0.686	NPC118193
Remote Similarity	0.6857	NPC174447
Remote Similarity	0.6857	NPC251042
Remote Similarity	0.6857	NPC122521
Remote Similarity	0.6842	NPC126061
Remote Similarity	0.6835	NPC120776
Remote Similarity	0.6835	NPC141195
Remote Similarity	0.6835	NPC47844
Remote Similarity	0.6835	NPC240170
Remote Similarity	0.6835	NPC110813
Remote Similarity	0.6829	NPC7414
Remote Similarity	0.6818	NPC1813
Remote Similarity	0.6818	NPC476049
Remote Similarity	0.6818	NPC139029
Remote Similarity	0.6818	NPC61177
Remote Similarity	0.6818	NPC294548
Remote Similarity	0.6818	NPC36061
Remote Similarity	0.6818	NPC217188
Remote Similarity	0.6812	NPC34416
Remote Similarity	0.68	NPC475004
Remote Similarity	0.6795	NPC327041

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