NPASS drugs

Drug Information

Drug ID:	NPD3631
Drug Name:	Bunazosin
Molecular Formula:	C19H27N5O3
Canonical SMILES:	CCCC(=O)N1CCCN(CC1)c1[nH]c(=N)c2c(n1)cc(c(c2)OC)OC
Standard InCHI:	InChI=1S/C19H27N5O3/c1-4-6-17(25)23-7-5-8-24(10-9-23)19-21-14-12-16(27-3)15(26-2)11-13(14)18(20)22-19/h11-12H,4-10H2,1-3H3,(H2,20,21,22)
Standard InCHIKey:	RHLJLALHBZGAFM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3631

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	296
0.1-0.2	2762
0.2-0.3	9886
0.3-0.4	4462
0.4-0.5	10607
0.5-0.6	2463
0.6-0.7	405
0.7-0.8	9
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	0.755	NPC473460
Intermediate Similarity	0.7411	NPC198401
Intermediate Similarity	0.7198	NPC471561
Intermediate Similarity	0.7143	NPC127178
Intermediate Similarity	0.7143	NPC13397
Intermediate Similarity	0.7101	NPC16249
Intermediate Similarity	0.7098	NPC181905
Intermediate Similarity	0.7087	NPC473422
Intermediate Similarity	0.7005	NPC475147
Remote Similarity	0.6983	NPC303374
Remote Similarity	0.6965	NPC79213
Remote Similarity	0.6963	NPC126556
Remote Similarity	0.6963	NPC313327
Remote Similarity	0.6872	NPC475133
Remote Similarity	0.6842	NPC163829
Remote Similarity	0.6837	NPC287152
Remote Similarity	0.6834	NPC473007
Remote Similarity	0.681	NPC158551
Remote Similarity	0.6808	NPC82541
Remote Similarity	0.6802	NPC471762
Remote Similarity	0.6798	NPC204970
Remote Similarity	0.6782	NPC473569
Remote Similarity	0.6782	NPC174629
Remote Similarity	0.6776	NPC159815
Remote Similarity	0.6776	NPC119722
Remote Similarity	0.6757	NPC157931
Remote Similarity	0.6753	NPC85482
Remote Similarity	0.6731	NPC25897
Remote Similarity	0.6729	NPC471532
Remote Similarity	0.6726	NPC66777
Remote Similarity	0.67	NPC473008
Remote Similarity	0.6698	NPC10732
Remote Similarity	0.6682	NPC269449
Remote Similarity	0.6667	NPC272706
Remote Similarity	0.6651	NPC261388
Remote Similarity	0.6649	NPC476568
Remote Similarity	0.6621	NPC303658
Remote Similarity	0.6606	NPC471531
Remote Similarity	0.6591	NPC308906
Remote Similarity	0.6588	NPC295898
Remote Similarity	0.6587	NPC161804
Remote Similarity	0.6582	NPC310894
Remote Similarity	0.657	NPC230313
Remote Similarity	0.657	NPC243626
Remote Similarity	0.6569	NPC477186
Remote Similarity	0.6568	NPC56271
Remote Similarity	0.6567	NPC314659
Remote Similarity	0.6561	NPC10653
Remote Similarity	0.6561	NPC474852
Remote Similarity	0.6561	NPC318525
Remote Similarity	0.6555	NPC100863
Remote Similarity	0.655	NPC5167
Remote Similarity	0.655	NPC39822
Remote Similarity	0.6534	NPC172403
Remote Similarity	0.6532	NPC46259
Remote Similarity	0.6528	NPC216816
Remote Similarity	0.6517	NPC197335
Remote Similarity	0.6514	NPC162530
Remote Similarity	0.651	NPC57512
Remote Similarity	0.6505	NPC22476
Remote Similarity	0.6502	NPC71539
Remote Similarity	0.6502	NPC250960
Remote Similarity	0.65	NPC195636
Remote Similarity	0.65	NPC305984
Remote Similarity	0.6497	NPC471604
Remote Similarity	0.6492	NPC292003
Remote Similarity	0.6484	NPC253429
Remote Similarity	0.6481	NPC168250
Remote Similarity	0.6476	NPC71124
Remote Similarity	0.6474	NPC471132
Remote Similarity	0.6473	NPC473004
Remote Similarity	0.6468	NPC316981
Remote Similarity	0.6462	NPC24954
Remote Similarity	0.6462	NPC299582
Remote Similarity	0.6452	NPC471304
Remote Similarity	0.6449	NPC14339
Remote Similarity	0.6443	NPC315498
Remote Similarity	0.6443	NPC230942
Remote Similarity	0.644	NPC476580
Remote Similarity	0.6436	NPC28368
Remote Similarity	0.6436	NPC270301
Remote Similarity	0.6432	NPC164608
Remote Similarity	0.6432	NPC199277
Remote Similarity	0.6432	NPC135887
Remote Similarity	0.6425	NPC92803
Remote Similarity	0.6425	NPC301163
Remote Similarity	0.6425	NPC476570
Remote Similarity	0.6422	NPC138083
Remote Similarity	0.6419	NPC477161
Remote Similarity	0.6417	NPC9373
Remote Similarity	0.6416	NPC266994
Remote Similarity	0.6415	NPC329747
Remote Similarity	0.6413	NPC476069
Remote Similarity	0.6408	NPC18890
Remote Similarity	0.6406	NPC470708
Remote Similarity	0.639	NPC87391
Remote Similarity	0.6388	NPC257851
Remote Similarity	0.6386	NPC85613
Remote Similarity	0.6386	NPC70092
Remote Similarity	0.6384	NPC17305
Remote Similarity	0.6384	NPC128476
Remote Similarity	0.6373	NPC84478
Remote Similarity	0.6372	NPC231924
Remote Similarity	0.6372	NPC268077
Remote Similarity	0.6369	NPC160193
Remote Similarity	0.6368	NPC4669
Remote Similarity	0.6368	NPC285941
Remote Similarity	0.6368	NPC5374
Remote Similarity	0.6364	NPC254957
Remote Similarity	0.6364	NPC203972
Remote Similarity	0.6364	NPC473006
Remote Similarity	0.636	NPC74216
Remote Similarity	0.636	NPC194740
Remote Similarity	0.636	NPC311906
Remote Similarity	0.6359	NPC329329
Remote Similarity	0.6359	NPC191863
Remote Similarity	0.6359	NPC133470
Remote Similarity	0.6359	NPC289776
Remote Similarity	0.6359	NPC317709
Remote Similarity	0.6354	NPC160692
Remote Similarity	0.6341	NPC102760
Remote Similarity	0.6339	NPC128115
Remote Similarity	0.6338	NPC315957
Remote Similarity	0.6338	NPC329793
Remote Similarity	0.6336	NPC291173
Remote Similarity	0.6326	NPC207971
Remote Similarity	0.6324	NPC314682
Remote Similarity	0.6324	NPC176127
Remote Similarity	0.6323	NPC473041
Remote Similarity	0.6323	NPC96321
Remote Similarity	0.632	NPC172222
Remote Similarity	0.6318	NPC472031
Remote Similarity	0.6318	NPC472067
Remote Similarity	0.6318	NPC472066
Remote Similarity	0.6313	NPC471321
Remote Similarity	0.6313	NPC471306
Remote Similarity	0.6311	NPC116007
Remote Similarity	0.6308	NPC93653
Remote Similarity	0.6305	NPC283810
Remote Similarity	0.6305	NPC32064
Remote Similarity	0.6302	NPC119669
Remote Similarity	0.63	NPC66573
Remote Similarity	0.63	NPC73280
Remote Similarity	0.63	NPC19175
Remote Similarity	0.6295	NPC17565
Remote Similarity	0.6294	NPC247251
Remote Similarity	0.629	NPC328750
Remote Similarity	0.629	NPC474915
Remote Similarity	0.629	NPC213206
Remote Similarity	0.629	NPC188163
Remote Similarity	0.6289	NPC93593
Remote Similarity	0.6284	NPC475910
Remote Similarity	0.6284	NPC205926
Remote Similarity	0.6283	NPC148124
Remote Similarity	0.6283	NPC280272
Remote Similarity	0.6279	NPC473005
Remote Similarity	0.6279	NPC311357
Remote Similarity	0.6278	NPC473513
Remote Similarity	0.6276	NPC72291
Remote Similarity	0.6275	NPC190461
Remote Similarity	0.6269	NPC312872
Remote Similarity	0.6263	NPC476569
Remote Similarity	0.6262	NPC138830
Remote Similarity	0.6262	NPC67904
Remote Similarity	0.6256	NPC477160
Remote Similarity	0.6256	NPC174758
Remote Similarity	0.625	NPC173080
Remote Similarity	0.625	NPC467439
Remote Similarity	0.6245	NPC187145
Remote Similarity	0.6244	NPC470481
Remote Similarity	0.6244	NPC470482
Remote Similarity	0.6243	NPC130926
Remote Similarity	0.6239	NPC184680
Remote Similarity	0.6239	NPC99724
Remote Similarity	0.6234	NPC472068
Remote Similarity	0.6232	NPC262725
Remote Similarity	0.6232	NPC276120
Remote Similarity	0.6231	NPC231198
Remote Similarity	0.6231	NPC306669
Remote Similarity	0.623	NPC29650
Remote Similarity	0.6227	NPC476651
Remote Similarity	0.6224	NPC235628
Remote Similarity	0.6223	NPC128019
Remote Similarity	0.6223	NPC136860
Remote Similarity	0.6223	NPC208898
Remote Similarity	0.6223	NPC476567
Remote Similarity	0.6222	NPC219397
Remote Similarity	0.6222	NPC108826
Remote Similarity	0.6216	NPC266931
Remote Similarity	0.6213	NPC470785
Remote Similarity	0.6212	NPC70172
Remote Similarity	0.621	NPC476465
Remote Similarity	0.621	NPC82548
Remote Similarity	0.6205	NPC187022
Remote Similarity	0.6205	NPC80129
Remote Similarity	0.6202	NPC21425
Remote Similarity	0.6198	NPC60538
Remote Similarity	0.6198	NPC207824
Remote Similarity	0.6196	NPC180647
Remote Similarity	0.6196	NPC138365

Drug Structure

NPD3631 OpenBabel08211703112D 29 31 0 0 0 0 0 0 0 0999 V2000 -2.7721 6.4827 0.0000 C 0 0 0 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2059 5.5818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6478 1.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6426 4.7555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0132 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6923 0.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5243 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 2.4972 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 2.5981 1.5000 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 1.7321 1.0000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0765 3.8546 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 1.0000 0.0000 C 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 0.8660 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 -2.5132 3.0283 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 -4.0737 3.7798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 6 17 1 0 0 0 0 7 23 1 0 0 0 0 8 24 1 0 0 0 0 9 10 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 23 1 0 0 0 0 17 25 2 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 22 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001233
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.21
ALogP	-1.6167
MLogP	2.67
XLogP	2.962
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	90.25
RO5 Violation	0