NPASS drugs

Drug Information

Drug ID:	NPD1713
Drug Name:	Zofenoprilat
Molecular Formula:	C15H19NO3S2
Canonical SMILES:	SC[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C
Standard InCHI:	InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
Standard InCHIKey:	UQWLOWFDKAFKAP-WXHSDQCUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1713

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	69
0.1-0.2	1279
0.2-0.3	9387
0.3-0.4	16501
0.4-0.5	3079
0.5-0.6	485
0.6-0.7	87
0.7-0.8	3
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	0.7299	NPC89489
Intermediate Similarity	0.7164	NPC300315
Intermediate Similarity	0.7042	NPC322878
Remote Similarity	0.6901	NPC468984
Remote Similarity	0.6742	NPC200964
Remote Similarity	0.6692	NPC315276
Remote Similarity	0.6692	NPC285926
Remote Similarity	0.6692	NPC14672
Remote Similarity	0.6622	NPC283783
Remote Similarity	0.6617	NPC302169
Remote Similarity	0.6593	NPC6975
Remote Similarity	0.6575	NPC471680
Remote Similarity	0.6529	NPC120203
Remote Similarity	0.6529	NPC322598
Remote Similarity	0.65	NPC130309
Remote Similarity	0.6458	NPC476133
Remote Similarity	0.6458	NPC98424
Remote Similarity	0.6458	NPC178662
Remote Similarity	0.6458	NPC92784
Remote Similarity	0.6458	NPC470884
Remote Similarity	0.6444	NPC202521
Remote Similarity	0.6439	NPC239357
Remote Similarity	0.6395	NPC52748
Remote Similarity	0.6389	NPC471264
Remote Similarity	0.6389	NPC471265
Remote Similarity	0.637	NPC476990
Remote Similarity	0.6357	NPC473322
Remote Similarity	0.6351	NPC316008
Remote Similarity	0.6351	NPC313867
Remote Similarity	0.6351	NPC315266
Remote Similarity	0.635	NPC474082
Remote Similarity	0.635	NPC175726
Remote Similarity	0.6349	NPC67043
Remote Similarity	0.6333	NPC105717
Remote Similarity	0.6312	NPC200589
Remote Similarity	0.6309	NPC262077
Remote Similarity	0.6309	NPC314358
Remote Similarity	0.629	NPC11466
Remote Similarity	0.6288	NPC33742
Remote Similarity	0.6284	NPC315283
Remote Similarity	0.6284	NPC314388
Remote Similarity	0.6277	NPC252878
Remote Similarity	0.6269	NPC470545
Remote Similarity	0.6268	NPC255447
Remote Similarity	0.6259	NPC263493
Remote Similarity	0.6259	NPC269398
Remote Similarity	0.6258	NPC318930
Remote Similarity	0.6258	NPC317362
Remote Similarity	0.6258	NPC317725
Remote Similarity	0.6258	NPC326407
Remote Similarity	0.625	NPC473661
Remote Similarity	0.6242	NPC5620
Remote Similarity	0.6242	NPC209509
Remote Similarity	0.6232	NPC46427
Remote Similarity	0.6225	NPC240848
Remote Similarity	0.6225	NPC471821
Remote Similarity	0.6225	NPC471820
Remote Similarity	0.6222	NPC470546
Remote Similarity	0.6216	NPC161069
Remote Similarity	0.6212	NPC276949
Remote Similarity	0.6212	NPC35850
Remote Similarity	0.6204	NPC71684
Remote Similarity	0.6194	NPC470544
Remote Similarity	0.619	NPC163392
Remote Similarity	0.619	NPC239762
Remote Similarity	0.6184	NPC13470
Remote Similarity	0.6184	NPC2501
Remote Similarity	0.6174	NPC476978
Remote Similarity	0.6169	NPC286551
Remote Similarity	0.6159	NPC128237
Remote Similarity	0.6159	NPC83790
Remote Similarity	0.6154	NPC190955
Remote Similarity	0.6094	NPC476198
Remote Similarity	0.608	NPC12730
Remote Similarity	0.6078	NPC129666
Remote Similarity	0.6071	NPC222466
Remote Similarity	0.6069	NPC287401
Remote Similarity	0.6066	NPC71140
Remote Similarity	0.6065	NPC122590
Remote Similarity	0.6061	NPC475013
Remote Similarity	0.6059	NPC96016
Remote Similarity	0.6053	NPC138775
Remote Similarity	0.6053	NPC225648
Remote Similarity	0.6053	NPC311658
Remote Similarity	0.6053	NPC145113
Remote Similarity	0.6053	NPC329761
Remote Similarity	0.6047	NPC327481
Remote Similarity	0.6028	NPC101719
Remote Similarity	0.6027	NPC248283
Remote Similarity	0.6	NPC77905
Remote Similarity	0.5988	NPC329731
Remote Similarity	0.5988	NPC4910
Remote Similarity	0.5986	NPC79465
Remote Similarity	0.5986	NPC474787
Remote Similarity	0.5986	NPC151706
Remote Similarity	0.5986	NPC476102
Remote Similarity	0.5986	NPC474811
Remote Similarity	0.5986	NPC9687
Remote Similarity	0.5986	NPC475598
Remote Similarity	0.5986	NPC260045
Remote Similarity	0.5986	NPC90194
Remote Similarity	0.5986	NPC118099
Remote Similarity	0.5986	NPC49577
Remote Similarity	0.5986	NPC293377
Remote Similarity	0.5986	NPC475318
Remote Similarity	0.5986	NPC474855
Remote Similarity	0.5986	NPC273907
Remote Similarity	0.5986	NPC76785
Remote Similarity	0.597	NPC476048
Remote Similarity	0.5969	NPC473418
Remote Similarity	0.5957	NPC22746
Remote Similarity	0.5946	NPC127741
Remote Similarity	0.5946	NPC68865
Remote Similarity	0.5944	NPC152850
Remote Similarity	0.5944	NPC105114
Remote Similarity	0.5944	NPC89923
Remote Similarity	0.5944	NPC71933
Remote Similarity	0.5944	NPC239990
Remote Similarity	0.5935	NPC474974
Remote Similarity	0.5929	NPC317474
Remote Similarity	0.5929	NPC169485
Remote Similarity	0.5929	NPC291027
Remote Similarity	0.5929	NPC213126
Remote Similarity	0.5929	NPC84281
Remote Similarity	0.5923	NPC474804
Remote Similarity	0.5923	NPC130898
Remote Similarity	0.5923	NPC474973
Remote Similarity	0.592	NPC293628
Remote Similarity	0.592	NPC10781
Remote Similarity	0.592	NPC122427
Remote Similarity	0.592	NPC122493
Remote Similarity	0.592	NPC324569
Remote Similarity	0.5918	NPC141050
Remote Similarity	0.5915	NPC474847
Remote Similarity	0.5912	NPC297145
Remote Similarity	0.5912	NPC197743
Remote Similarity	0.5906	NPC132636
Remote Similarity	0.5903	NPC111428
Remote Similarity	0.5897	NPC162104
Remote Similarity	0.5886	NPC469903
Remote Similarity	0.5874	NPC136453
Remote Similarity	0.5867	NPC476259
Remote Similarity	0.5862	NPC69496
Remote Similarity	0.5852	NPC165538
Remote Similarity	0.5846	NPC143516
Remote Similarity	0.5839	NPC469902
Remote Similarity	0.5839	NPC469901
Remote Similarity	0.5833	NPC7817
Remote Similarity	0.5833	NPC319766
Remote Similarity	0.5833	NPC475168
Remote Similarity	0.5829	NPC329961
Remote Similarity	0.5828	NPC168113
Remote Similarity	0.5822	NPC157311
Remote Similarity	0.582	NPC166487
Remote Similarity	0.5814	NPC164859
Remote Similarity	0.5813	NPC326349
Remote Similarity	0.5813	NPC323336
Remote Similarity	0.5806	NPC300455
Remote Similarity	0.58	NPC242159
Remote Similarity	0.58	NPC313694
Remote Similarity	0.5793	NPC469666
Remote Similarity	0.5789	NPC139326
Remote Similarity	0.5789	NPC176226
Remote Similarity	0.5789	NPC197682
Remote Similarity	0.5787	NPC59827
Remote Similarity	0.5787	NPC184933
Remote Similarity	0.5782	NPC44805
Remote Similarity	0.5782	NPC8761
Remote Similarity	0.5782	NPC246079
Remote Similarity	0.5778	NPC474584
Remote Similarity	0.5763	NPC474088
Remote Similarity	0.5762	NPC46098
Remote Similarity	0.5762	NPC307357
Remote Similarity	0.5762	NPC268841
Remote Similarity	0.5759	NPC5194
Remote Similarity	0.5759	NPC261934
Remote Similarity	0.5759	NPC473341
Remote Similarity	0.5759	NPC262166
Remote Similarity	0.5756	NPC161143
Remote Similarity	0.5755	NPC220698
Remote Similarity	0.5743	NPC233910
Remote Similarity	0.5743	NPC245836
Remote Similarity	0.5742	NPC16188
Remote Similarity	0.5733	NPC109580
Remote Similarity	0.5731	NPC153554
Remote Similarity	0.5725	NPC476155
Remote Similarity	0.5725	NPC17581
Remote Similarity	0.5724	NPC469427
Remote Similarity	0.5724	NPC469426
Remote Similarity	0.5723	NPC473002
Remote Similarity	0.5723	NPC470902
Remote Similarity	0.5723	NPC315388
Remote Similarity	0.5714	NPC477217
Remote Similarity	0.5714	NPC324850
Remote Similarity	0.5714	NPC201244
Remote Similarity	0.5704	NPC269340
Remote Similarity	0.5702	NPC53492
Remote Similarity	0.5691	NPC477527
Remote Similarity	0.5686	NPC470301
Remote Similarity	0.5685	NPC165726

Drug Structure

NPD1713 OpenBabel08211701082D 23 24 0 0 1 0 0 0 0 0999 V2000 1.1756 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 1.7226 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 C 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 -1.4013 1.0181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 -1.8841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 -0.1615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 3.4451 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 -0.2661 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0446 4.3587 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 1 1 1 0 0 0 10 14 1 0 0 0 0 11 21 1 0 0 0 0 12 21 1 1 0 0 0 13 15 1 1 0 0 0 13 16 1 0 0 0 0 14 16 1 0 0 0 0 14 17 2 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6463
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.08
ALogP	0.0495
MLogP	2.45
XLogP	3.253
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	121.71
RO5 Violation	0