NPASS drugs

Drug Information

Drug ID:	NPD4205
Drug Name:	Urapidil
Molecular Formula:	C20H29N5O3
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCCNc1cc(=O)n(c(=O)n1C)C
Standard InCHI:	InChI=1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3/h4-5,7-8,15,21H,6,9-14H2,1-3H3
Standard InCHIKey:	ICMGLRUYEQNHPF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4205

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	248
0.1-0.2	3777
0.2-0.3	9035
0.3-0.4	7652
0.4-0.5	8176
0.5-0.6	1888
0.6-0.7	107
0.7-0.8	7
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	0.75	NPC476475
Intermediate Similarity	0.7288	NPC314659
Intermediate Similarity	0.725	NPC476462
Intermediate Similarity	0.7232	NPC197335
Intermediate Similarity	0.716	NPC260601
Intermediate Similarity	0.716	NPC301163
Intermediate Similarity	0.7072	NPC87391
Remote Similarity	0.6994	NPC168750
Remote Similarity	0.6941	NPC315257
Remote Similarity	0.6855	NPC208022
Remote Similarity	0.6798	NPC73280
Remote Similarity	0.6795	NPC250476
Remote Similarity	0.6708	NPC297584
Remote Similarity	0.6684	NPC473569
Remote Similarity	0.6667	NPC29650
Remote Similarity	0.6648	NPC471648
Remote Similarity	0.6626	NPC138365
Remote Similarity	0.6625	NPC231382
Remote Similarity	0.6615	NPC100863
Remote Similarity	0.6612	NPC70092
Remote Similarity	0.6576	NPC116096
Remote Similarity	0.6545	NPC198401
Remote Similarity	0.6524	NPC262725
Remote Similarity	0.6503	NPC220560
Remote Similarity	0.6471	NPC9373
Remote Similarity	0.6456	NPC315632
Remote Similarity	0.6448	NPC473432
Remote Similarity	0.6448	NPC290069
Remote Similarity	0.6441	NPC93653
Remote Similarity	0.6429	NPC257851
Remote Similarity	0.6424	NPC13826
Remote Similarity	0.6424	NPC209195
Remote Similarity	0.6407	NPC47986
Remote Similarity	0.64	NPC226914
Remote Similarity	0.6398	NPC472163
Remote Similarity	0.6391	NPC308197
Remote Similarity	0.6387	NPC22476
Remote Similarity	0.6378	NPC287152
Remote Similarity	0.6364	NPC274441
Remote Similarity	0.6333	NPC299582
Remote Similarity	0.631	NPC270301
Remote Similarity	0.6289	NPC230313
Remote Similarity	0.6275	NPC264782
Remote Similarity	0.6264	NPC33507
Remote Similarity	0.6264	NPC473329
Remote Similarity	0.6264	NPC1527
Remote Similarity	0.625	NPC473422
Remote Similarity	0.6238	NPC285192
Remote Similarity	0.6224	NPC161804
Remote Similarity	0.6224	NPC314948
Remote Similarity	0.6223	NPC118776
Remote Similarity	0.6222	NPC257763
Remote Similarity	0.622	NPC473987
Remote Similarity	0.6219	NPC477161
Remote Similarity	0.6219	NPC246140
Remote Similarity	0.6219	NPC195787
Remote Similarity	0.6211	NPC473007
Remote Similarity	0.6207	NPC242000
Remote Similarity	0.6205	NPC266425
Remote Similarity	0.6203	NPC181905
Remote Similarity	0.6202	NPC77777
Remote Similarity	0.6184	NPC95977
Remote Similarity	0.6181	NPC214368
Remote Similarity	0.6158	NPC287208
Remote Similarity	0.6149	NPC217277
Remote Similarity	0.6142	NPC478049
Remote Similarity	0.6135	NPC218323
Remote Similarity	0.6133	NPC315498
Remote Similarity	0.6133	NPC230942
Remote Similarity	0.6122	NPC243626
Remote Similarity	0.6121	NPC196026
Remote Similarity	0.6121	NPC200555
Remote Similarity	0.612	NPC471652
Remote Similarity	0.6108	NPC85482
Remote Similarity	0.6108	NPC478075
Remote Similarity	0.6103	NPC473004
Remote Similarity	0.6102	NPC13397
Remote Similarity	0.6095	NPC219397
Remote Similarity	0.6085	NPC283810
Remote Similarity	0.6085	NPC85613
Remote Similarity	0.6082	NPC473008
Remote Similarity	0.6077	NPC320064
Remote Similarity	0.6077	NPC471197
Remote Similarity	0.6062	NPC21425
Remote Similarity	0.6051	NPC470483
Remote Similarity	0.605	NPC127178
Remote Similarity	0.6049	NPC477160
Remote Similarity	0.6048	NPC471198
Remote Similarity	0.6047	NPC157931
Remote Similarity	0.6036	NPC237227
Remote Similarity	0.6033	NPC314861
Remote Similarity	0.6031	NPC110741
Remote Similarity	0.603	NPC112937
Remote Similarity	0.6028	NPC122886
Remote Similarity	0.6023	NPC204156
Remote Similarity	0.6022	NPC471604
Remote Similarity	0.6022	NPC471122
Remote Similarity	0.6021	NPC256288
Remote Similarity	0.602	NPC79213
Remote Similarity	0.6019	NPC17565
Remote Similarity	0.6019	NPC471762
Remote Similarity	0.6019	NPC66777
Remote Similarity	0.6011	NPC292143
Remote Similarity	0.6011	NPC139506
Remote Similarity	0.6011	NPC118511
Remote Similarity	0.601	NPC87714
Remote Similarity	0.601	NPC470484
Remote Similarity	0.601	NPC473615
Remote Similarity	0.601	NPC475147
Remote Similarity	0.6	NPC330683
Remote Similarity	0.6	NPC329567
Remote Similarity	0.6	NPC5167
Remote Similarity	0.6	NPC174629
Remote Similarity	0.6	NPC5630
Remote Similarity	0.5991	NPC323969
Remote Similarity	0.599	NPC470485
Remote Similarity	0.599	NPC2933
Remote Similarity	0.599	NPC295898
Remote Similarity	0.599	NPC471825
Remote Similarity	0.5989	NPC68650
Remote Similarity	0.5989	NPC231862
Remote Similarity	0.5988	NPC476685
Remote Similarity	0.5988	NPC476687
Remote Similarity	0.5988	NPC476689
Remote Similarity	0.5981	NPC65277
Remote Similarity	0.598	NPC316282
Remote Similarity	0.5979	NPC4669
Remote Similarity	0.5979	NPC229484
Remote Similarity	0.5978	NPC24954
Remote Similarity	0.5978	NPC471132
Remote Similarity	0.5978	NPC471124
Remote Similarity	0.5972	NPC248601
Remote Similarity	0.5972	NPC303658
Remote Similarity	0.597	NPC67904
Remote Similarity	0.597	NPC138830
Remote Similarity	0.5969	NPC161887
Remote Similarity	0.5969	NPC92803
Remote Similarity	0.5969	NPC203628
Remote Similarity	0.5967	NPC469428
Remote Similarity	0.5964	NPC471306
Remote Similarity	0.5964	NPC471321
Remote Similarity	0.5961	NPC473460
Remote Similarity	0.5959	NPC259626
Remote Similarity	0.5956	NPC191863
Remote Similarity	0.5956	NPC289776
Remote Similarity	0.5956	NPC133470
Remote Similarity	0.595	NPC71124
Remote Similarity	0.595	NPC218733
Remote Similarity	0.595	NPC132874
Remote Similarity	0.595	NPC265642
Remote Similarity	0.595	NPC138615
Remote Similarity	0.5949	NPC292675
Remote Similarity	0.5949	NPC18890
Remote Similarity	0.5944	NPC476580
Remote Similarity	0.5934	NPC57512
Remote Similarity	0.5933	NPC311660
Remote Similarity	0.5933	NPC473006
Remote Similarity	0.5932	NPC324081
Remote Similarity	0.593	NPC472539
Remote Similarity	0.593	NPC472540
Remote Similarity	0.593	NPC470787
Remote Similarity	0.5924	NPC305984
Remote Similarity	0.5924	NPC126556
Remote Similarity	0.5921	NPC26543
Remote Similarity	0.5918	NPC474059
Remote Similarity	0.5917	NPC223242
Remote Similarity	0.5916	NPC166169
Remote Similarity	0.5912	NPC112766
Remote Similarity	0.5909	NPC141053
Remote Similarity	0.5909	NPC255721
Remote Similarity	0.5909	NPC473769
Remote Similarity	0.5909	NPC189908
Remote Similarity	0.5905	NPC314817
Remote Similarity	0.5905	NPC316297
Remote Similarity	0.5905	NPC66191
Remote Similarity	0.5904	NPC285622
Remote Similarity	0.5902	NPC285635
Remote Similarity	0.5902	NPC225400
Remote Similarity	0.5901	NPC314702
Remote Similarity	0.59	NPC472542
Remote Similarity	0.59	NPC472541
Remote Similarity	0.5899	NPC144691
Remote Similarity	0.5895	NPC285941
Remote Similarity	0.5895	NPC14849
Remote Similarity	0.5894	NPC475133
Remote Similarity	0.5888	NPC1820
Remote Similarity	0.5882	NPC173295
Remote Similarity	0.5882	NPC476518
Remote Similarity	0.588	NPC115588
Remote Similarity	0.5879	NPC319320
Remote Similarity	0.5879	NPC287757
Remote Similarity	0.5878	NPC313918
Remote Similarity	0.5876	NPC20249
Remote Similarity	0.5874	NPC471155
Remote Similarity	0.5874	NPC472538
Remote Similarity	0.5874	NPC470786
Remote Similarity	0.5873	NPC470548
Remote Similarity	0.5872	NPC253429
Remote Similarity	0.5872	NPC470707
Remote Similarity	0.587	NPC177404

Drug Structure

NPD4205 OpenBabel08211704332D 29 31 0 0 0 0 0 0 0 0999 V2000 -1.7321 2.0000 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 -7.7942 3.5000 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 -7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 -4.3301 3.5000 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 -5.1962 3.0000 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 -6.0622 1.5000 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 -0.0000 2.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 16 2 0 0 0 0 8 17 2 0 0 0 0 9 21 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 25 1 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 26 2 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 27 2 0 0 0 0 21 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001490; DCL001018; DIB002395
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5639
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.23
ALogP	-0.8404
MLogP	2.78
XLogP	1.289
HDA	7
HBD	1
Rotatable Bonds	10
TPSA	68.36
RO5 Violation	0