NPASS drugs

Drug Information

Drug ID:	NPD5498
Drug Name:	Solabegron
Molecular Formula:	C23H23ClN2O3
Canonical SMILES:	Clc1cccc(c1)[C@H](CNCCNc1cccc(c1)c1cccc(c1)C(=O)O)O
Standard InCHI:	InChI=1S/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/t22-/m0/s1
Standard InCHIKey:	LLDXOPKUNJTIRF-QFIPXVFZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5498

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	172
0.1-0.2	917
0.2-0.3	3602
0.3-0.4	9457
0.4-0.5	12290
0.5-0.6	4118
0.6-0.7	324
0.7-0.8	10
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7486	NPC470317
Intermediate Similarity	0.7398	NPC477999
Intermediate Similarity	0.7305	NPC43477
Intermediate Similarity	0.7263	NPC182131
Intermediate Similarity	0.7249	NPC313293
Intermediate Similarity	0.7152	NPC253476
Intermediate Similarity	0.712	NPC471743
Intermediate Similarity	0.7074	NPC471742
Intermediate Similarity	0.7016	NPC477998
Intermediate Similarity	0.7	NPC199737
Remote Similarity	0.6961	NPC189116
Remote Similarity	0.6959	NPC472241
Remote Similarity	0.6902	NPC471778
Remote Similarity	0.6865	NPC112336
Remote Similarity	0.6865	NPC474814
Remote Similarity	0.6862	NPC474815
Remote Similarity	0.6851	NPC27904
Remote Similarity	0.6842	NPC242933
Remote Similarity	0.6839	NPC472242
Remote Similarity	0.6836	NPC314223
Remote Similarity	0.6805	NPC173295
Remote Similarity	0.6766	NPC314098
Remote Similarity	0.675	NPC229353
Remote Similarity	0.6744	NPC472243
Remote Similarity	0.6703	NPC472115
Remote Similarity	0.6703	NPC472114
Remote Similarity	0.6686	NPC319645
Remote Similarity	0.6667	NPC470971
Remote Similarity	0.6631	NPC472118
Remote Similarity	0.6629	NPC300596
Remote Similarity	0.6629	NPC237649
Remote Similarity	0.6607	NPC194562
Remote Similarity	0.6598	NPC316141
Remote Similarity	0.6596	NPC469671
Remote Similarity	0.6596	NPC126676
Remote Similarity	0.6593	NPC36836
Remote Similarity	0.6593	NPC63370
Remote Similarity	0.6569	NPC165599
Remote Similarity	0.6567	NPC112752
Remote Similarity	0.6567	NPC311054
Remote Similarity	0.6566	NPC470343
Remote Similarity	0.6566	NPC472244
Remote Similarity	0.6564	NPC90415
Remote Similarity	0.6548	NPC474059
Remote Similarity	0.6535	NPC107828
Remote Similarity	0.6535	NPC90358
Remote Similarity	0.6532	NPC287358
Remote Similarity	0.6526	NPC470548
Remote Similarity	0.6524	NPC471741
Remote Similarity	0.652	NPC475223
Remote Similarity	0.6506	NPC285394
Remote Similarity	0.65	NPC198205
Remote Similarity	0.65	NPC21483
Remote Similarity	0.65	NPC144691
Remote Similarity	0.6497	NPC316405
Remote Similarity	0.6497	NPC314186
Remote Similarity	0.6488	NPC72473
Remote Similarity	0.6488	NPC475448
Remote Similarity	0.6488	NPC246983
Remote Similarity	0.6488	NPC58827
Remote Similarity	0.6488	NPC307437
Remote Similarity	0.6484	NPC472844
Remote Similarity	0.6473	NPC244741
Remote Similarity	0.6471	NPC176371
Remote Similarity	0.6471	NPC471944
Remote Similarity	0.6471	NPC136573
Remote Similarity	0.6463	NPC130931
Remote Similarity	0.6463	NPC150323
Remote Similarity	0.6462	NPC97584
Remote Similarity	0.6462	NPC207851
Remote Similarity	0.6456	NPC314648
Remote Similarity	0.6453	NPC474473
Remote Similarity	0.6437	NPC316906
Remote Similarity	0.6436	NPC198390
Remote Similarity	0.6432	NPC36495
Remote Similarity	0.6429	NPC204303
Remote Similarity	0.6429	NPC49184
Remote Similarity	0.6429	NPC322433
Remote Similarity	0.6425	NPC478039
Remote Similarity	0.6425	NPC225400
Remote Similarity	0.6425	NPC470579
Remote Similarity	0.6425	NPC474041
Remote Similarity	0.6421	NPC292265
Remote Similarity	0.6417	NPC139506
Remote Similarity	0.6417	NPC292143
Remote Similarity	0.6412	NPC472245
Remote Similarity	0.641	NPC243058
Remote Similarity	0.6407	NPC192533
Remote Similarity	0.6398	NPC474058
Remote Similarity	0.6394	NPC478075
Remote Similarity	0.6394	NPC472538
Remote Similarity	0.6394	NPC470786
Remote Similarity	0.6394	NPC471155
Remote Similarity	0.6393	NPC192712
Remote Similarity	0.6382	NPC5630
Remote Similarity	0.638	NPC315062
Remote Similarity	0.638	NPC267853
Remote Similarity	0.6378	NPC203635
Remote Similarity	0.6364	NPC476231
Remote Similarity	0.6364	NPC88970
Remote Similarity	0.6364	NPC85651
Remote Similarity	0.6364	NPC270241
Remote Similarity	0.6355	NPC316282
Remote Similarity	0.6355	NPC141454
Remote Similarity	0.6355	NPC312645
Remote Similarity	0.6354	NPC328611
Remote Similarity	0.6351	NPC244897
Remote Similarity	0.635	NPC203628
Remote Similarity	0.6345	NPC52262
Remote Similarity	0.634	NPC218594
Remote Similarity	0.634	NPC182057
Remote Similarity	0.634	NPC475094
Remote Similarity	0.634	NPC147298
Remote Similarity	0.634	NPC99043
Remote Similarity	0.634	NPC131450
Remote Similarity	0.6338	NPC477979
Remote Similarity	0.6335	NPC318183
Remote Similarity	0.6329	NPC1203
Remote Similarity	0.6323	NPC323198
Remote Similarity	0.6321	NPC475607
Remote Similarity	0.6316	NPC314297
Remote Similarity	0.6316	NPC315545
Remote Similarity	0.631	NPC322644
Remote Similarity	0.631	NPC472102
Remote Similarity	0.631	NPC309531
Remote Similarity	0.6308	NPC475685
Remote Similarity	0.6305	NPC303214
Remote Similarity	0.6303	NPC226143
Remote Similarity	0.6302	NPC177261
Remote Similarity	0.6301	NPC313663
Remote Similarity	0.6298	NPC254798
Remote Similarity	0.6296	NPC471130
Remote Similarity	0.6295	NPC316411
Remote Similarity	0.6291	NPC89508
Remote Similarity	0.629	NPC61013
Remote Similarity	0.629	NPC123241
Remote Similarity	0.6289	NPC186669
Remote Similarity	0.6289	NPC219848
Remote Similarity	0.6289	NPC14849
Remote Similarity	0.6289	NPC474081
Remote Similarity	0.6287	NPC268534
Remote Similarity	0.6286	NPC285192
Remote Similarity	0.6281	NPC473815
Remote Similarity	0.6279	NPC471197
Remote Similarity	0.6277	NPC293458
Remote Similarity	0.6276	NPC192270
Remote Similarity	0.6275	NPC90967
Remote Similarity	0.6272	NPC205946
Remote Similarity	0.6269	NPC475594
Remote Similarity	0.6268	NPC314855
Remote Similarity	0.6268	NPC315638
Remote Similarity	0.6268	NPC313796
Remote Similarity	0.6268	NPC313345
Remote Similarity	0.6267	NPC313720
Remote Similarity	0.6267	NPC17160
Remote Similarity	0.6262	NPC189661
Remote Similarity	0.6257	NPC150863
Remote Similarity	0.6257	NPC122235
Remote Similarity	0.6257	NPC471122
Remote Similarity	0.6256	NPC475761
Remote Similarity	0.6256	NPC256268
Remote Similarity	0.6256	NPC229893
Remote Similarity	0.625	NPC471198
Remote Similarity	0.6244	NPC102008
Remote Similarity	0.6244	NPC477159
Remote Similarity	0.6244	NPC474916
Remote Similarity	0.6244	NPC159963
Remote Similarity	0.6243	NPC113056
Remote Similarity	0.6243	NPC259678
Remote Similarity	0.6243	NPC138293
Remote Similarity	0.6243	NPC204867
Remote Similarity	0.6243	NPC313757
Remote Similarity	0.6237	NPC84347
Remote Similarity	0.6237	NPC203202
Remote Similarity	0.6237	NPC129624
Remote Similarity	0.6237	NPC264482
Remote Similarity	0.6232	NPC232600
Remote Similarity	0.6231	NPC160381
Remote Similarity	0.623	NPC241392
Remote Similarity	0.6226	NPC314834
Remote Similarity	0.6225	NPC472539
Remote Similarity	0.6225	NPC470787
Remote Similarity	0.6225	NPC472540
Remote Similarity	0.6224	NPC329480
Remote Similarity	0.6223	NPC248117
Remote Similarity	0.6222	NPC311330
Remote Similarity	0.6221	NPC280807
Remote Similarity	0.6221	NPC314431
Remote Similarity	0.6219	NPC83111
Remote Similarity	0.6219	NPC471196
Remote Similarity	0.6219	NPC471195
Remote Similarity	0.6213	NPC226794
Remote Similarity	0.6207	NPC45850
Remote Similarity	0.6205	NPC293472
Remote Similarity	0.62	NPC181928
Remote Similarity	0.62	NPC278434
Remote Similarity	0.6197	NPC82370
Remote Similarity	0.6195	NPC472542
Remote Similarity	0.6195	NPC472541
Remote Similarity	0.619	NPC253667

Drug Structure

NPD5498 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 2.5981 -1.5000 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 -3.4641 3.0000 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 -4.3301 4.5000 0.0000 C 0 0 0 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 -2.5981 -0.5000 0.0000 C 0 0 0 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 3.4641 0.0000 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 0.8660 -0.5000 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 2.5981 -0.5000 0.0000 C 0 0 0 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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 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 6.0622 -0.5000 0.0000 O 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 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 7 1 0 0 0 0 2 6 2 0 0 0 0 2 8 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 11 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 15 1 6 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000831
DrugBank	DB06190
ChEMBL	CHEMBL208427
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10297443
ChEBI
CAS Number	252920-94-8

Drug Properties

Molecular Weight	410.14
ALogP	-0.8122
MLogP	3.33
XLogP	5.514
HDA	5
HBD	4
Rotatable Bonds	12
TPSA	81.59
RO5 Violation	1