NPASS drugs

Drug Information

Drug ID:	NPD5004
Drug Name:	zofenopril
Molecular Formula:	C22H23NO4S2
Canonical SMILES:	O=C(N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)[C@@H](CSC(=O)c1ccccc1)C
Standard InCHI:	InChI=1S/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/t15-,18+,19+/m1/s1
Standard InCHIKey:	IAIDUHCBNLFXEF-MNEFBYGVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5004

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	96
0.1-0.2	789
0.2-0.3	4268
0.3-0.4	12789
0.4-0.5	11330
0.5-0.6	1400
0.6-0.7	213
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	0.7347	NPC89489
Intermediate Similarity	0.7222	NPC300315
Intermediate Similarity	0.7105	NPC322878
Intermediate Similarity	0.7071	NPC200964
Intermediate Similarity	0.7034	NPC473322
Remote Similarity	0.6986	NPC200589
Remote Similarity	0.6974	NPC468984
Remote Similarity	0.6968	NPC105717
Remote Similarity	0.695	NPC302169
Remote Similarity	0.6948	NPC262077
Remote Similarity	0.6939	NPC255447
Remote Similarity	0.6923	NPC283783
Remote Similarity	0.6906	NPC285926
Remote Similarity	0.6906	NPC239357
Remote Similarity	0.6906	NPC315276
Remote Similarity	0.6906	NPC14672
Remote Similarity	0.6883	NPC471680
Remote Similarity	0.6883	NPC209509
Remote Similarity	0.6863	NPC161069
Remote Similarity	0.6845	NPC318930
Remote Similarity	0.6845	NPC317362
Remote Similarity	0.6845	NPC326407
Remote Similarity	0.6845	NPC317725
Remote Similarity	0.6792	NPC286551
Remote Similarity	0.6776	NPC470884
Remote Similarity	0.6776	NPC476133
Remote Similarity	0.6776	NPC178662
Remote Similarity	0.6776	NPC98424
Remote Similarity	0.6776	NPC92784
Remote Similarity	0.6738	NPC470545
Remote Similarity	0.6713	NPC27833
Remote Similarity	0.671	NPC52748
Remote Similarity	0.6708	NPC469903
Remote Similarity	0.669	NPC6975
Remote Similarity	0.669	NPC470546
Remote Similarity	0.6688	NPC138775
Remote Similarity	0.6687	NPC122590
Remote Similarity	0.6667	NPC470544
Remote Similarity	0.6646	NPC469902
Remote Similarity	0.6643	NPC33742
Remote Similarity	0.6641	NPC322598
Remote Similarity	0.6622	NPC152850
Remote Similarity	0.6622	NPC89923
Remote Similarity	0.6622	NPC105114
Remote Similarity	0.6622	NPC71933
Remote Similarity	0.6622	NPC239990
Remote Similarity	0.6604	NPC13470
Remote Similarity	0.66	NPC130309
Remote Similarity	0.6593	NPC473418
Remote Similarity	0.6593	NPC167336
Remote Similarity	0.6581	NPC263493
Remote Similarity	0.6581	NPC269398
Remote Similarity	0.6577	NPC111428
Remote Similarity	0.6575	NPC474082
Remote Similarity	0.6575	NPC175726
Remote Similarity	0.6561	NPC5620
Remote Similarity	0.6558	NPC132636
Remote Similarity	0.6554	NPC136453
Remote Similarity	0.6552	NPC202521
Remote Similarity	0.6552	NPC71684
Remote Similarity	0.6543	NPC473002
Remote Similarity	0.6541	NPC471821
Remote Similarity	0.6541	NPC240848
Remote Similarity	0.6541	NPC471820
Remote Similarity	0.6536	NPC474855
Remote Similarity	0.6536	NPC475318
Remote Similarity	0.6536	NPC260045
Remote Similarity	0.6536	NPC49577
Remote Similarity	0.6536	NPC474811
Remote Similarity	0.6536	NPC9687
Remote Similarity	0.6536	NPC474787
Remote Similarity	0.6536	NPC476102
Remote Similarity	0.6536	NPC90194
Remote Similarity	0.6536	NPC293377
Remote Similarity	0.6536	NPC118099
Remote Similarity	0.6536	NPC273907
Remote Similarity	0.6536	NPC475598
Remote Similarity	0.6536	NPC151706
Remote Similarity	0.6536	NPC79465
Remote Similarity	0.6536	NPC76785
Remote Similarity	0.65	NPC2501
Remote Similarity	0.6497	NPC476978
Remote Similarity	0.6494	NPC471264
Remote Similarity	0.6494	NPC471265
Remote Similarity	0.649	NPC157311
Remote Similarity	0.6486	NPC474847
Remote Similarity	0.6483	NPC476990
Remote Similarity	0.6471	NPC67043
Remote Similarity	0.6456	NPC313867
Remote Similarity	0.6456	NPC315266
Remote Similarity	0.6456	NPC316008
Remote Similarity	0.6454	NPC35850
Remote Similarity	0.6454	NPC276949
Remote Similarity	0.6452	NPC281104
Remote Similarity	0.6447	NPC44805
Remote Similarity	0.6447	NPC8761
Remote Similarity	0.6429	NPC475013
Remote Similarity	0.6429	NPC181390
Remote Similarity	0.6424	NPC69496
Remote Similarity	0.6419	NPC222466
Remote Similarity	0.6419	NPC22746
Remote Similarity	0.6415	NPC314358
Remote Similarity	0.6412	NPC469904
Remote Similarity	0.641	NPC239762
Remote Similarity	0.641	NPC163392
Remote Similarity	0.6398	NPC129666
Remote Similarity	0.6395	NPC252878
Remote Similarity	0.6395	NPC317474
Remote Similarity	0.6395	NPC84281
Remote Similarity	0.6395	NPC169485
Remote Similarity	0.6395	NPC213126
Remote Similarity	0.6395	NPC291027
Remote Similarity	0.6395	NPC26285
Remote Similarity	0.6392	NPC314388
Remote Similarity	0.6392	NPC315283
Remote Similarity	0.6387	NPC127741
Remote Similarity	0.6387	NPC43755
Remote Similarity	0.6385	NPC473661
Remote Similarity	0.6376	NPC101719
Remote Similarity	0.6375	NPC313850
Remote Similarity	0.6375	NPC145113
Remote Similarity	0.6375	NPC225648
Remote Similarity	0.6375	NPC329761
Remote Similarity	0.6375	NPC16188
Remote Similarity	0.6364	NPC248283
Remote Similarity	0.6358	NPC165726
Remote Similarity	0.6358	NPC213969
Remote Similarity	0.6352	NPC477217
Remote Similarity	0.6352	NPC201244
Remote Similarity	0.6351	NPC46427
Remote Similarity	0.635	NPC476198
Remote Similarity	0.6347	NPC473003
Remote Similarity	0.6347	NPC469901
Remote Similarity	0.6346	NPC122553
Remote Similarity	0.6345	NPC220698
Remote Similarity	0.6338	NPC476048
Remote Similarity	0.6336	NPC71140
Remote Similarity	0.6333	NPC322433
Remote Similarity	0.6333	NPC477937
Remote Similarity	0.6328	NPC161143
Remote Similarity	0.6309	NPC285394
Remote Similarity	0.6307	NPC153554
Remote Similarity	0.6306	NPC238412
Remote Similarity	0.6304	NPC474804
Remote Similarity	0.6304	NPC45033
Remote Similarity	0.6304	NPC474973
Remote Similarity	0.6304	NPC130898
Remote Similarity	0.6299	NPC233910
Remote Similarity	0.6299	NPC245836
Remote Similarity	0.6288	NPC256452
Remote Similarity	0.6278	NPC329731
Remote Similarity	0.6278	NPC4910
Remote Similarity	0.6273	NPC311658
Remote Similarity	0.6273	NPC135121
Remote Similarity	0.6259	NPC55529
Remote Similarity	0.6257	NPC96016
Remote Similarity	0.6241	NPC319579
Remote Similarity	0.6235	NPC189116
Remote Similarity	0.6234	NPC194857
Remote Similarity	0.6234	NPC32858
Remote Similarity	0.6232	NPC143516
Remote Similarity	0.623	NPC165538
Remote Similarity	0.6228	NPC297145
Remote Similarity	0.6228	NPC197743
Remote Similarity	0.6222	NPC12730
Remote Similarity	0.622	NPC162104
Remote Similarity	0.622	NPC233702
Remote Similarity	0.6213	NPC73644
Remote Similarity	0.6212	NPC474974
Remote Similarity	0.6194	NPC287401
Remote Similarity	0.6193	NPC473001
Remote Similarity	0.6182	NPC202198
Remote Similarity	0.6176	NPC471051
Remote Similarity	0.6176	NPC471052
Remote Similarity	0.6176	NPC471053
Remote Similarity	0.6173	NPC83790
Remote Similarity	0.6173	NPC128237
Remote Similarity	0.6159	NPC79698
Remote Similarity	0.6154	NPC474584
Remote Similarity	0.6148	NPC120203
Remote Similarity	0.614	NPC63931
Remote Similarity	0.6131	NPC324850
Remote Similarity	0.6129	NPC257390
Remote Similarity	0.6129	NPC473962
Remote Similarity	0.6127	NPC315388
Remote Similarity	0.6125	NPC77905
Remote Similarity	0.6125	NPC139326
Remote Similarity	0.612	NPC122427
Remote Similarity	0.6118	NPC65310
Remote Similarity	0.6114	NPC137627
Remote Similarity	0.6104	NPC179224
Remote Similarity	0.6101	NPC307357
Remote Similarity	0.6101	NPC46098
Remote Similarity	0.6101	NPC268841
Remote Similarity	0.608	NPC26108
Remote Similarity	0.6076	NPC68865
Remote Similarity	0.6075	NPC59827
Remote Similarity	0.6075	NPC184933
Remote Similarity	0.6074	NPC324569
Remote Similarity	0.6074	NPC122493

Drug Structure

NPD5004 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 0.8135 -1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0172 -4.8813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0227 -4.7768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6050 -4.0723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6160 -3.8632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1983 -3.1588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 -1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -1.0181 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2038 -3.0542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 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 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7970 -2.1407 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 1.5823 0.7045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 2.5886 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 1.8841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3848 -1.3317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8025 -2.0361 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.3080 2.7976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 28 1 0 0 0 0 15 1 1 1 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 29 1 0 0 0 0 18 29 1 1 0 0 0 19 21 1 1 0 0 0 19 23 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6462
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	429.11
ALogP	0.0056
MLogP	3.11
XLogP	5.753
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	125.28
RO5 Violation	1