NPASS drugs

Drug Information

Drug ID:	NPD5561
Drug Name:	Doxazosin Mesylate
Molecular Formula:	C23H25N5O5.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.COc1cc2nc([nH]c(=N)c2cc1OC)N1CCN(CC1)C(=O)C1COc2c(O1)cccc2
Standard InCHI:	InChI=1S/C23H25N5O5.CH4O3S/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20;1-5(2,3)4/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26);1H3,(H,2,3,4)
Standard InCHIKey:	VJECBOKJABCYMF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5561

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	316
0.1-0.2	2532
0.2-0.3	9797
0.3-0.4	3891
0.4-0.5	10965
0.5-0.6	2833
0.6-0.7	551
0.7-0.8	5
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	0.7667	NPC473460
Intermediate Similarity	0.7327	NPC471561
Intermediate Similarity	0.7302	NPC473422
Intermediate Similarity	0.7125	NPC56271
Intermediate Similarity	0.7116	NPC127178
Remote Similarity	0.6996	NPC159815
Remote Similarity	0.6967	NPC303374
Remote Similarity	0.6951	NPC471532
Remote Similarity	0.6872	NPC313327
Remote Similarity	0.6847	NPC16249
Remote Similarity	0.6826	NPC46259
Remote Similarity	0.6825	NPC473007
Remote Similarity	0.6807	NPC184680
Remote Similarity	0.6806	NPC198401
Remote Similarity	0.6783	NPC318525
Remote Similarity	0.6783	NPC10653
Remote Similarity	0.6781	NPC266994
Remote Similarity	0.6778	NPC470785
Remote Similarity	0.6776	NPC473008
Remote Similarity	0.677	NPC10732
Remote Similarity	0.6768	NPC13397
Remote Similarity	0.6765	NPC291173
Remote Similarity	0.6754	NPC471531
Remote Similarity	0.6742	NPC311357
Remote Similarity	0.674	NPC473006
Remote Similarity	0.6729	NPC477186
Remote Similarity	0.6723	NPC471762
Remote Similarity	0.6723	NPC74216
Remote Similarity	0.6713	NPC79213
Remote Similarity	0.6711	NPC475133
Remote Similarity	0.671	NPC128115
Remote Similarity	0.67	NPC216816
Remote Similarity	0.6681	NPC248903
Remote Similarity	0.6681	NPC157931
Remote Similarity	0.6667	NPC473005
Remote Similarity	0.6667	NPC272706
Remote Similarity	0.6667	NPC181905
Remote Similarity	0.6667	NPC471604
Remote Similarity	0.6653	NPC66777
Remote Similarity	0.6652	NPC148124
Remote Similarity	0.6652	NPC71539
Remote Similarity	0.6652	NPC250960
Remote Similarity	0.6652	NPC82541
Remote Similarity	0.6651	NPC230313
Remote Similarity	0.665	NPC476568
Remote Similarity	0.6639	NPC470784
Remote Similarity	0.6638	NPC26928
Remote Similarity	0.6638	NPC476069
Remote Similarity	0.6636	NPC276120
Remote Similarity	0.6636	NPC473004
Remote Similarity	0.6623	NPC77777
Remote Similarity	0.662	NPC473569
Remote Similarity	0.6609	NPC99724
Remote Similarity	0.6607	NPC475147
Remote Similarity	0.6603	NPC164608
Remote Similarity	0.6594	NPC162530
Remote Similarity	0.6589	NPC138083
Remote Similarity	0.6588	NPC287152
Remote Similarity	0.658	NPC195636
Remote Similarity	0.6573	NPC133609
Remote Similarity	0.6555	NPC470821
Remote Similarity	0.6553	NPC65277
Remote Similarity	0.655	NPC127996
Remote Similarity	0.6535	NPC476580
Remote Similarity	0.6532	NPC123859
Remote Similarity	0.6528	NPC249996
Remote Similarity	0.6525	NPC231924
Remote Similarity	0.6524	NPC37957
Remote Similarity	0.6522	NPC74562
Remote Similarity	0.6522	NPC151781
Remote Similarity	0.6522	NPC316181
Remote Similarity	0.6522	NPC475393
Remote Similarity	0.652	NPC57512
Remote Similarity	0.6516	NPC161804
Remote Similarity	0.6509	NPC126556
Remote Similarity	0.6504	NPC261388
Remote Similarity	0.6502	NPC242728
Remote Similarity	0.6502	NPC138830
Remote Similarity	0.6502	NPC25897
Remote Similarity	0.6502	NPC67904
Remote Similarity	0.6496	NPC478007
Remote Similarity	0.6495	NPC220961
Remote Similarity	0.6491	NPC477160
Remote Similarity	0.6484	NPC204970
Remote Similarity	0.6481	NPC116007
Remote Similarity	0.6481	NPC262725
Remote Similarity	0.648	NPC189079
Remote Similarity	0.6479	NPC32064
Remote Similarity	0.6476	NPC66573
Remote Similarity	0.6471	NPC257851
Remote Similarity	0.6468	NPC174629
Remote Similarity	0.6463	NPC476651
Remote Similarity	0.646	NPC268077
Remote Similarity	0.6453	NPC219397
Remote Similarity	0.6453	NPC288110
Remote Similarity	0.6452	NPC472068
Remote Similarity	0.6441	NPC280272
Remote Similarity	0.6441	NPC478008
Remote Similarity	0.6439	NPC25084
Remote Similarity	0.6439	NPC247639
Remote Similarity	0.6435	NPC476202
Remote Similarity	0.6434	NPC474183
Remote Similarity	0.6425	NPC243626
Remote Similarity	0.6417	NPC284685
Remote Similarity	0.6416	NPC207971
Remote Similarity	0.6413	NPC100863
Remote Similarity	0.6407	NPC119722
Remote Similarity	0.6404	NPC476579
Remote Similarity	0.6402	NPC222524
Remote Similarity	0.64	NPC472066
Remote Similarity	0.64	NPC472031
Remote Similarity	0.64	NPC472067
Remote Similarity	0.6396	NPC149962
Remote Similarity	0.6394	NPC24954
Remote Similarity	0.6394	NPC254700
Remote Similarity	0.639	NPC93593
Remote Similarity	0.639	NPC80129
Remote Similarity	0.639	NPC187022
Remote Similarity	0.6389	NPC195538
Remote Similarity	0.6387	NPC122886
Remote Similarity	0.6387	NPC19175
Remote Similarity	0.6385	NPC285941
Remote Similarity	0.6385	NPC4669
Remote Similarity	0.6383	NPC308906
Remote Similarity	0.6383	NPC153923
Remote Similarity	0.6383	NPC108826
Remote Similarity	0.6383	NPC17565
Remote Similarity	0.6379	NPC268223
Remote Similarity	0.6379	NPC469592
Remote Similarity	0.6379	NPC471080
Remote Similarity	0.6368	NPC16107
Remote Similarity	0.6368	NPC476144
Remote Similarity	0.6368	NPC210437
Remote Similarity	0.6368	NPC106295
Remote Similarity	0.6368	NPC473513
Remote Similarity	0.6368	NPC51957
Remote Similarity	0.6368	NPC144314
Remote Similarity	0.6368	NPC305984
Remote Similarity	0.636	NPC477161
Remote Similarity	0.6359	NPC315542
Remote Similarity	0.6351	NPC85381
Remote Similarity	0.6348	NPC168250
Remote Similarity	0.6341	NPC315257
Remote Similarity	0.634	NPC469594
Remote Similarity	0.634	NPC303658
Remote Similarity	0.6339	NPC50548
Remote Similarity	0.6339	NPC71124
Remote Similarity	0.6338	NPC473432
Remote Similarity	0.6337	NPC7467
Remote Similarity	0.6333	NPC470480
Remote Similarity	0.6332	NPC476567
Remote Similarity	0.6332	NPC136860
Remote Similarity	0.6332	NPC128019
Remote Similarity	0.633	NPC83511
Remote Similarity	0.6327	NPC214368
Remote Similarity	0.632	NPC269449
Remote Similarity	0.632	NPC290689
Remote Similarity	0.6318	NPC174122
Remote Similarity	0.6318	NPC64140
Remote Similarity	0.6318	NPC237579
Remote Similarity	0.6316	NPC476581
Remote Similarity	0.6316	NPC163829
Remote Similarity	0.6316	NPC36229
Remote Similarity	0.6316	NPC16452
Remote Similarity	0.6316	NPC14339
Remote Similarity	0.6314	NPC222046
Remote Similarity	0.6313	NPC188163
Remote Similarity	0.6313	NPC328750
Remote Similarity	0.6313	NPC474915
Remote Similarity	0.6313	NPC213206
Remote Similarity	0.6311	NPC5374
Remote Similarity	0.6308	NPC138365
Remote Similarity	0.6304	NPC205926
Remote Similarity	0.63	NPC295898
Remote Similarity	0.6298	NPC133470
Remote Similarity	0.6298	NPC191863
Remote Similarity	0.6298	NPC471197
Remote Similarity	0.6298	NPC289776
Remote Similarity	0.6296	NPC190461
Remote Similarity	0.6295	NPC314948
Remote Similarity	0.6293	NPC100734
Remote Similarity	0.6293	NPC88923
Remote Similarity	0.6293	NPC315634
Remote Similarity	0.6292	NPC260909
Remote Similarity	0.6292	NPC476436
Remote Similarity	0.6288	NPC158551
Remote Similarity	0.6284	NPC102760
Remote Similarity	0.6277	NPC469589
Remote Similarity	0.6275	NPC41501
Remote Similarity	0.6274	NPC85482
Remote Similarity	0.6274	NPC310894
Remote Similarity	0.6273	NPC471650
Remote Similarity	0.6273	NPC234069
Remote Similarity	0.6271	NPC471198
Remote Similarity	0.6271	NPC87560
Remote Similarity	0.6271	NPC195120
Remote Similarity	0.6271	NPC173080
Remote Similarity	0.6269	NPC9373
Remote Similarity	0.6267	NPC475479
Remote Similarity	0.6267	NPC243454

Drug Structure

NPD5561 OpenBabel08211708292D 41 44 0 0 1 0 0 0 0 0999 V2000 0.5000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1244 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.1244 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 9 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 27 1 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 32 1 0 0 0 0 14 15 1 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 16 32 1 0 0 0 0 17 33 1 0 0 0 0 18 19 2 0 0 0 0 18 30 1 0 0 0 0 19 31 1 0 0 0 0 20 22 1 0 0 0 0 20 33 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 22 29 2 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 23 28 1 0 0 0 0 24 39 1 0 0 0 0 26 40 1 0 0 0 0 34 38 1 0 0 0 0 35 38 1 0 0 0 0 35 41 1 0 0 0 0 36 38 2 0 0 0 0 37 38 2 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	451.19
ALogP	-1.5805
MLogP	2.89
XLogP	3.045
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	108.71
RO5 Violation	0