NPASS drugs

Drug Information

Drug ID:	NPD4246
Drug Name:
Molecular Formula:	C20H32O3
Canonical SMILES:	CCCCC[C@@H](/C=C/C=CC/C=CC/C=CCCCC(=O)O)O
Standard InCHI:	"InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1"
Standard InCHIKey:	JSFATNQSLKRBCI-VAEKSGALSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4246

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	111502
0.1-0.2	90482
0.2-0.3	7907
0.3-0.4	1019
0.4-0.5	346
0.5-0.6	65
0.6-0.7	81
0.7-0.8	35
0.8-0.85	12
0.85-0.9	4
0.9-0.95	0
0.95-1	3

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	NPC327112
High Similarity	1.0	NPC318623
High Similarity	1.0	NPC323785
High Similarity	0.8605	NPC329602
High Similarity	0.8605	NPC317029
High Similarity	0.8605	NPC538927
High Similarity	0.8537	NPC327466
Intermediate Similarity	0.8372	NPC323045
Intermediate Similarity	0.8372	NPC317881
Intermediate Similarity	0.8372	NPC524738
Intermediate Similarity	0.8182	NPC324799
Intermediate Similarity	0.8049	NPC328672
Intermediate Similarity	0.8	NPC320658
Intermediate Similarity	0.8	NPC276593
Intermediate Similarity	0.8	NPC325393
Intermediate Similarity	0.8	NPC607260
Intermediate Similarity	0.8	NPC605544
Intermediate Similarity	0.8	NPC521833
Intermediate Similarity	0.8	NPC576237
Intermediate Similarity	0.7907	NPC326657
Intermediate Similarity	0.7907	NPC169535
Intermediate Similarity	0.7907	NPC591106
Intermediate Similarity	0.7826	NPC95550
Intermediate Similarity	0.7805	NPC318388
Intermediate Similarity	0.7727	NPC327280
Intermediate Similarity	0.7727	NPC584394
Intermediate Similarity	0.7609	NPC316988
Intermediate Similarity	0.7609	NPC96299
Intermediate Similarity	0.7609	NPC323376
Intermediate Similarity	0.7609	NPC595548
Intermediate Similarity	0.75	NPC557531
Intermediate Similarity	0.75	NPC574403
Intermediate Similarity	0.7391	NPC51713
Intermediate Similarity	0.7391	NPC529231
Intermediate Similarity	0.7391	NPC560431
Intermediate Similarity	0.7333	NPC37198
Intermediate Similarity	0.7333	NPC327395
Intermediate Similarity	0.7333	NPC323804
Intermediate Similarity	0.7333	NPC511059
Intermediate Similarity	0.7333	NPC560014
Intermediate Similarity	0.7292	NPC322176
Intermediate Similarity	0.7292	NPC518229
Intermediate Similarity	0.7273	NPC321842
Intermediate Similarity	0.7273	NPC255863
Intermediate Similarity	0.7273	NPC1504
Intermediate Similarity	0.7273	NPC324190
Intermediate Similarity	0.7273	NPC136164
Intermediate Similarity	0.7273	NPC245947
Intermediate Similarity	0.7273	NPC501208
Intermediate Similarity	0.7209	NPC326041
Intermediate Similarity	0.7209	NPC327189
Intermediate Similarity	0.7209	NPC138710
Intermediate Similarity	0.7083	NPC325505
Intermediate Similarity	0.7045	NPC521961
Remote Similarity	0.6889	NPC508959
Remote Similarity	0.6875	NPC320690
Remote Similarity	0.6875	NPC323993
Remote Similarity	0.6875	NPC512307
Remote Similarity	0.6818	NPC319142
Remote Similarity	0.6818	NPC542064
Remote Similarity	0.6744	NPC545041
Remote Similarity	0.6739	NPC321838
Remote Similarity	0.6739	NPC319694
Remote Similarity	0.6739	NPC575143
Remote Similarity	0.6735	NPC316938
Remote Similarity	0.6735	NPC580329
Remote Similarity	0.6667	NPC329465
Remote Similarity	0.6667	NPC109298
Remote Similarity	0.6667	NPC328535
Remote Similarity	0.6667	NPC534230
Remote Similarity	0.6667	NPC593678
Remote Similarity	0.66	NPC317148
Remote Similarity	0.66	NPC328468
Remote Similarity	0.66	NPC320174
Remote Similarity	0.66	NPC497585
Remote Similarity	0.66	NPC591305
Remote Similarity	0.6591	NPC316761
Remote Similarity	0.6591	NPC504707
Remote Similarity	0.6591	NPC597566
Remote Similarity	0.6512	NPC324070
Remote Similarity	0.6458	NPC326135
Remote Similarity	0.6458	NPC49863
Remote Similarity	0.6458	NPC321161
Remote Similarity	0.6458	NPC534523
Remote Similarity	0.6444	NPC286731
Remote Similarity	0.6444	NPC318244
Remote Similarity	0.6444	NPC320535
Remote Similarity	0.6444	NPC319633
Remote Similarity	0.6444	NPC319815
Remote Similarity	0.6444	NPC166737
Remote Similarity	0.6415	NPC322808
Remote Similarity	0.6415	NPC561886
Remote Similarity	0.64	NPC324682
Remote Similarity	0.6383	NPC325627
Remote Similarity	0.6383	NPC602736
Remote Similarity	0.6341	NPC140737
Remote Similarity	0.6341	NPC257196
Remote Similarity	0.6341	NPC180280
Remote Similarity	0.6341	NPC160851
Remote Similarity	0.6341	NPC605597
Remote Similarity	0.6341	NPC543154
Remote Similarity	0.6341	NPC564154
Remote Similarity	0.6341	NPC569873
Remote Similarity	0.6327	NPC551738
Remote Similarity	0.6304	NPC325448
Remote Similarity	0.6304	NPC322606
Remote Similarity	0.6304	NPC324998
Remote Similarity	0.6279	NPC491247
Remote Similarity	0.625	NPC323826
Remote Similarity	0.6222	NPC321777
Remote Similarity	0.6222	NPC587535
Remote Similarity	0.619	NPC59051
Remote Similarity	0.619	NPC290178
Remote Similarity	0.619	NPC524264
Remote Similarity	0.619	NPC527088
Remote Similarity	0.619	NPC530618
Remote Similarity	0.619	NPC556123
Remote Similarity	0.6122	NPC328311
Remote Similarity	0.6122	NPC322463
Remote Similarity	0.6078	NPC558230
Remote Similarity	0.6042	NPC17476
Remote Similarity	0.6042	NPC324816
Remote Similarity	0.6038	NPC260814
Remote Similarity	0.6038	NPC323249
Remote Similarity	0.6038	NPC27949
Remote Similarity	0.6038	NPC39547
Remote Similarity	0.6038	NPC561206
Remote Similarity	0.6038	NPC599790
Remote Similarity	0.6	NPC317027
Remote Similarity	0.6	NPC322002
Remote Similarity	0.6	NPC320509
Remote Similarity	0.6	NPC495734
Remote Similarity	0.6	NPC531458
Remote Similarity	0.6	NPC557345
Remote Similarity	0.6	NPC561924
Remote Similarity	0.5962	NPC516362
Remote Similarity	0.5957	NPC121855
Remote Similarity	0.5957	NPC317999
Remote Similarity	0.5957	NPC513532
Remote Similarity	0.5952	NPC321062
Remote Similarity	0.5952	NPC178996
Remote Similarity	0.5918	NPC536337
Remote Similarity	0.5893	NPC316844
Remote Similarity	0.5882	NPC554934
Remote Similarity	0.5833	NPC131046
Remote Similarity	0.5833	NPC177726
Remote Similarity	0.5833	NPC99619
Remote Similarity	0.5833	NPC153594
Remote Similarity	0.5833	NPC286697
Remote Similarity	0.5833	NPC511105
Remote Similarity	0.5833	NPC535118
Remote Similarity	0.5814	NPC285196
Remote Similarity	0.5814	NPC217649
Remote Similarity	0.5814	NPC196907
Remote Similarity	0.5814	NPC5326
Remote Similarity	0.5814	NPC8793
Remote Similarity	0.5814	NPC135194
Remote Similarity	0.5814	NPC154245
Remote Similarity	0.5814	NPC268221
Remote Similarity	0.5814	NPC609529
Remote Similarity	0.5814	NPC611009
Remote Similarity	0.5814	NPC136785
Remote Similarity	0.5814	NPC189438
Remote Similarity	0.5814	NPC290319
Remote Similarity	0.5814	NPC6095
Remote Similarity	0.5814	NPC510275
Remote Similarity	0.5814	NPC538337
Remote Similarity	0.5814	NPC554343
Remote Similarity	0.5814	NPC556477
Remote Similarity	0.5814	NPC562589
Remote Similarity	0.5778	NPC243950
Remote Similarity	0.5778	NPC498500
Remote Similarity	0.5769	NPC329249
Remote Similarity	0.5769	NPC318874
Remote Similarity	0.5769	NPC322287
Remote Similarity	0.5745	NPC215173
Remote Similarity	0.5714	NPC323477
Remote Similarity	0.5714	NPC323527
Remote Similarity	0.5714	NPC324857
Remote Similarity	0.5714	NPC263327
Remote Similarity	0.5714	NPC521865
Remote Similarity	0.5686	NPC322461
Remote Similarity	0.5686	NPC588497
Remote Similarity	0.5682	NPC528210
Remote Similarity	0.5652	NPC323436
Remote Similarity	0.5652	NPC323394
Remote Similarity	0.5652	NPC516260
Remote Similarity	0.5652	NPC526440
Remote Similarity	0.5652	NPC536897
Remote Similarity	0.5652	NPC568951
Remote Similarity	0.5652	NPC571307
Remote Similarity	0.5652	NPC580437
Remote Similarity	0.5652	NPC585632
Remote Similarity	0.5652	NPC593538
Remote Similarity	0.5625	NPC324475
Remote Similarity	0.5625	NPC604775
Remote Similarity	0.561	NPC609565
Remote Similarity	0.561	NPC164440
Remote Similarity	0.561	NPC276792
Remote Similarity	0.561	NPC491246

Drug Structure

NPD4246 OpenBabel08211704332D 25 24 0 0 1 0 0 0 0 0999 V2000 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 6.0622 -2.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 13 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 11 2 0 0 0 0 10 12 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 15 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 16 1 6 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008421
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280724
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.24
ALogP	0.1472
MLogP	3.33
XLogP	6.413
HDA	3
HBD	2
Rotatable Bonds	17
TPSA	57.53
RO5 Violation	2