NPASS drugs

Drug Information

Drug ID:	NPD3591
Drug Name:	Terazosin Hydrochloride Hydrate
Molecular Formula:	C19H25N5O4.ClH.H2O
Canonical SMILES:	COc1cc2nc([nH]c(=N)c2cc1OC)N1CCN(CC1)C(=O)C1CCCO1.O.Cl
Standard InCHI:	InChI=1S/C19H25N5O4.ClH.H2O/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14;;/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22);1H;1H2
Standard InCHIKey:	MWYNOTLRCUQCKD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3591

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	275
0.1-0.2	2218
0.2-0.3	9950
0.3-0.4	3960
0.4-0.5	11356
0.5-0.6	2616
0.6-0.7	502
0.7-0.8	13
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	0.7548	NPC473460
Intermediate Similarity	0.7238	NPC127178
Intermediate Similarity	0.7209	NPC471561
Intermediate Similarity	0.7183	NPC473422
Intermediate Similarity	0.7162	NPC291173
Intermediate Similarity	0.7143	NPC303374
Intermediate Similarity	0.7136	NPC195636
Intermediate Similarity	0.7085	NPC46259
Intermediate Similarity	0.704	NPC476069
Intermediate Similarity	0.7037	NPC16249
Intermediate Similarity	0.7032	NPC10732
Intermediate Similarity	0.7032	NPC159815
Intermediate Similarity	0.7	NPC198401
Remote Similarity	0.6982	NPC313327
Remote Similarity	0.6944	NPC475147
Remote Similarity	0.6942	NPC473007
Remote Similarity	0.6916	NPC19175
Remote Similarity	0.6916	NPC231924
Remote Similarity	0.6906	NPC126556
Remote Similarity	0.6905	NPC204970
Remote Similarity	0.6895	NPC475133
Remote Similarity	0.689	NPC473008
Remote Similarity	0.6875	NPC77777
Remote Similarity	0.6863	NPC287152
Remote Similarity	0.6863	NPC181905
Remote Similarity	0.6854	NPC272706
Remote Similarity	0.6838	NPC184680
Remote Similarity	0.6833	NPC82541
Remote Similarity	0.6833	NPC471532
Remote Similarity	0.6828	NPC71539
Remote Similarity	0.6828	NPC250960
Remote Similarity	0.6826	NPC471762
Remote Similarity	0.6826	NPC66777
Remote Similarity	0.6822	NPC100863
Remote Similarity	0.6814	NPC318525
Remote Similarity	0.6814	NPC10653
Remote Similarity	0.6812	NPC266994
Remote Similarity	0.681	NPC174629
Remote Similarity	0.681	NPC473569
Remote Similarity	0.6809	NPC470785
Remote Similarity	0.6787	NPC269449
Remote Similarity	0.6784	NPC128476
Remote Similarity	0.6783	NPC157931
Remote Similarity	0.6761	NPC230313
Remote Similarity	0.6753	NPC74216
Remote Similarity	0.6745	NPC473004
Remote Similarity	0.6745	NPC79213
Remote Similarity	0.6736	NPC56271
Remote Similarity	0.6726	NPC119722
Remote Similarity	0.6718	NPC13397
Remote Similarity	0.6712	NPC163829
Remote Similarity	0.6712	NPC268077
Remote Similarity	0.6698	NPC161804
Remote Similarity	0.6696	NPC219397
Remote Similarity	0.6681	NPC148124
Remote Similarity	0.6667	NPC128115
Remote Similarity	0.6667	NPC39822
Remote Similarity	0.6667	NPC207971
Remote Similarity	0.6667	NPC470784
Remote Similarity	0.6652	NPC127996
Remote Similarity	0.665	NPC4669
Remote Similarity	0.6638	NPC99724
Remote Similarity	0.6637	NPC471531
Remote Similarity	0.6633	NPC57512
Remote Similarity	0.6623	NPC122886
Remote Similarity	0.6623	NPC37957
Remote Similarity	0.6619	NPC102760
Remote Similarity	0.6606	NPC477161
Remote Similarity	0.6606	NPC158551
Remote Similarity	0.6605	NPC243626
Remote Similarity	0.6604	NPC477186
Remote Similarity	0.6594	NPC478007
Remote Similarity	0.6592	NPC477160
Remote Similarity	0.659	NPC71124
Remote Similarity	0.6588	NPC262725
Remote Similarity	0.6581	NPC470821
Remote Similarity	0.6579	NPC303658
Remote Similarity	0.6567	NPC248903
Remote Similarity	0.6567	NPC257851
Remote Similarity	0.6567	NPC470480
Remote Similarity	0.6566	NPC476580
Remote Similarity	0.6562	NPC476651
Remote Similarity	0.6549	NPC473006
Remote Similarity	0.6549	NPC162530
Remote Similarity	0.6547	NPC205926
Remote Similarity	0.6545	NPC311357
Remote Similarity	0.6543	NPC472068
Remote Similarity	0.654	NPC138083
Remote Similarity	0.6537	NPC478008
Remote Similarity	0.6535	NPC305984
Remote Similarity	0.6532	NPC261388
Remote Similarity	0.653	NPC25897
Remote Similarity	0.6524	NPC26928
Remote Similarity	0.652	NPC306669
Remote Similarity	0.6518	NPC168250
Remote Similarity	0.6515	NPC476568
Remote Similarity	0.649	NPC472031
Remote Similarity	0.649	NPC472066
Remote Similarity	0.649	NPC472067
Remote Similarity	0.6486	NPC14339
Remote Similarity	0.6484	NPC5374
Remote Similarity	0.6481	NPC254957
Remote Similarity	0.6478	NPC153923
Remote Similarity	0.6478	NPC288110
Remote Similarity	0.6476	NPC74562
Remote Similarity	0.6476	NPC151781
Remote Similarity	0.6476	NPC316181
Remote Similarity	0.6473	NPC164608
Remote Similarity	0.6471	NPC473005
Remote Similarity	0.6463	NPC471197
Remote Similarity	0.6458	NPC474183
Remote Similarity	0.6456	NPC471604
Remote Similarity	0.6456	NPC85482
Remote Similarity	0.6455	NPC67904
Remote Similarity	0.6455	NPC138830
Remote Similarity	0.6439	NPC231198
Remote Similarity	0.6438	NPC65277
Remote Similarity	0.6435	NPC87560
Remote Similarity	0.6435	NPC471198
Remote Similarity	0.6432	NPC264176
Remote Similarity	0.6432	NPC116007
Remote Similarity	0.6429	NPC5167
Remote Similarity	0.6422	NPC24954
Remote Similarity	0.641	NPC21638
Remote Similarity	0.6407	NPC308906
Remote Similarity	0.6404	NPC469592
Remote Similarity	0.6404	NPC216816
Remote Similarity	0.6404	NPC471080
Remote Similarity	0.6402	NPC94862
Remote Similarity	0.64	NPC317709
Remote Similarity	0.64	NPC329329
Remote Similarity	0.64	NPC478005
Remote Similarity	0.6398	NPC270301
Remote Similarity	0.6398	NPC194740
Remote Similarity	0.6397	NPC133609
Remote Similarity	0.6396	NPC295898
Remote Similarity	0.639	NPC476569
Remote Similarity	0.6389	NPC22476
Remote Similarity	0.6386	NPC301163
Remote Similarity	0.638	NPC242728
Remote Similarity	0.6379	NPC477395
Remote Similarity	0.6379	NPC472099
Remote Similarity	0.6377	NPC310894
Remote Similarity	0.6376	NPC316297
Remote Similarity	0.6376	NPC314817
Remote Similarity	0.6376	NPC66191
Remote Similarity	0.6368	NPC314659
Remote Similarity	0.6364	NPC195120
Remote Similarity	0.6364	NPC469594
Remote Similarity	0.636	NPC470481
Remote Similarity	0.636	NPC470482
Remote Similarity	0.6356	NPC473458
Remote Similarity	0.6355	NPC276120
Remote Similarity	0.6351	NPC70092
Remote Similarity	0.6351	NPC32064
Remote Similarity	0.6346	NPC73280
Remote Similarity	0.6341	NPC254700
Remote Similarity	0.6339	NPC87714
Remote Similarity	0.6337	NPC93593
Remote Similarity	0.6336	NPC108826
Remote Similarity	0.6336	NPC222046
Remote Similarity	0.6332	NPC268223
Remote Similarity	0.6329	NPC311906
Remote Similarity	0.6327	NPC477393
Remote Similarity	0.6324	NPC191863
Remote Similarity	0.6324	NPC289776
Remote Similarity	0.6324	NPC133470
Remote Similarity	0.6321	NPC197335
Remote Similarity	0.632	NPC473513
Remote Similarity	0.6316	NPC474708
Remote Similarity	0.6305	NPC189079
Remote Similarity	0.6303	NPC97526
Remote Similarity	0.6303	NPC119652
Remote Similarity	0.63	NPC469589
Remote Similarity	0.6294	NPC130926
Remote Similarity	0.6294	NPC9373
Remote Similarity	0.6291	NPC220961
Remote Similarity	0.6291	NPC98197
Remote Similarity	0.629	NPC23080
Remote Similarity	0.629	NPC193906
Remote Similarity	0.6289	NPC315467
Remote Similarity	0.6288	NPC472098
Remote Similarity	0.6287	NPC292003
Remote Similarity	0.6279	NPC83511
Remote Similarity	0.6277	NPC148183
Remote Similarity	0.6277	NPC152768
Remote Similarity	0.6275	NPC477396
Remote Similarity	0.6274	NPC85613
Remote Similarity	0.6272	NPC219664
Remote Similarity	0.6272	NPC471304
Remote Similarity	0.6269	NPC474852
Remote Similarity	0.6269	NPC476579
Remote Similarity	0.6268	NPC475845
Remote Similarity	0.6267	NPC174122
Remote Similarity	0.6267	NPC64140
Remote Similarity	0.6267	NPC237579
Remote Similarity	0.6266	NPC208898
Remote Similarity	0.6266	NPC17565
Remote Similarity	0.6265	NPC478009
Remote Similarity	0.6262	NPC299582

Drug Structure

NPD3591 OpenBabel08211703112D 34 35 0 0 1 0 0 0 0 0999 V2000 11.3940 -2.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7200 -0.5303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0606 -5.6186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0980 -5.8391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0459 -5.8333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9644 -7.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9644 -5.3030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8829 -6.8939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5303 -6.5371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5570 -3.7121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7200 -2.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6385 -4.2424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7200 -3.7121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2089 -6.8939 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.5570 -2.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6385 -2.1212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6385 -5.3030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1274 -7.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8015 -5.3030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5570 -5.8333 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8015 -4.2424 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7200 -5.8333 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0459 -6.8939 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8829 -5.8333 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1274 -8.4848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4755 -2.1212 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6385 -1.0606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2400 -7.3253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0181 -4.4701 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5303 -9.5455 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5570 -6.8939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7200 -6.8939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5303 -9.5455 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5303 -9.5455 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 23 1 0 0 0 0 6 8 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 24 1 0 0 0 0 9 28 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 28 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 20 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 18 25 2 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 31 1 0 0 0 0 22 32 1 0 0 0 0 30 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	387.19
ALogP	-2.0024
MLogP	2.56
XLogP	1.873
HDA	7
HBD	2
Rotatable Bonds	7
TPSA	99.48
RO5 Violation	0