NPASS drugs

Drug Information

Drug ID:	NPD5759
Drug Name:	fosinoprilat
Molecular Formula:	C23H34NO5P
Canonical SMILES:	O=C(N1C[C@@H](C[C@H]1C(=O)O)C1CCCCC1)CP(=O)(CCCCc1ccccc1)O
Standard InCHI:	InChI=1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
Standard InCHIKey:	WOIWWYDXDVSWAZ-RTWAWAEBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5759

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	105
0.1-0.2	667
0.2-0.3	2210
0.3-0.4	10586
0.4-0.5	14736
0.5-0.6	2158
0.6-0.7	338
0.7-0.8	90
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	0.7647	NPC473322
Intermediate Similarity	0.7576	NPC200964
Intermediate Similarity	0.7552	NPC161069
Intermediate Similarity	0.7536	NPC255447
Intermediate Similarity	0.7448	NPC209509
Intermediate Similarity	0.7407	NPC6975
Intermediate Similarity	0.7405	NPC285926
Intermediate Similarity	0.7405	NPC14672
Intermediate Similarity	0.7405	NPC315276
Intermediate Similarity	0.7385	NPC33742
Intermediate Similarity	0.7361	NPC263493
Intermediate Similarity	0.7361	NPC269398
Intermediate Similarity	0.7348	NPC470545
Intermediate Similarity	0.7347	NPC138775
Intermediate Similarity	0.7338	NPC200589
Intermediate Similarity	0.7333	NPC122590
Intermediate Similarity	0.7329	NPC5620
Intermediate Similarity	0.7324	NPC474855
Intermediate Similarity	0.7324	NPC90194
Intermediate Similarity	0.7324	NPC76785
Intermediate Similarity	0.7324	NPC260045
Intermediate Similarity	0.7324	NPC476102
Intermediate Similarity	0.7324	NPC474811
Intermediate Similarity	0.7324	NPC273907
Intermediate Similarity	0.7324	NPC49577
Intermediate Similarity	0.7324	NPC151706
Intermediate Similarity	0.7324	NPC474787
Intermediate Similarity	0.7324	NPC475598
Intermediate Similarity	0.7324	NPC79465
Intermediate Similarity	0.7324	NPC9687
Intermediate Similarity	0.7324	NPC293377
Intermediate Similarity	0.7324	NPC475318
Intermediate Similarity	0.7324	NPC118099
Intermediate Similarity	0.7295	NPC322598
Intermediate Similarity	0.7293	NPC470546
Intermediate Similarity	0.7286	NPC130309
Intermediate Similarity	0.7279	NPC262077
Intermediate Similarity	0.7273	NPC470544
Intermediate Similarity	0.726	NPC476978
Intermediate Similarity	0.7259	NPC202521
Intermediate Similarity	0.7248	NPC2501
Intermediate Similarity	0.7226	NPC222466
Intermediate Similarity	0.7222	NPC92784
Intermediate Similarity	0.7222	NPC98424
Intermediate Similarity	0.7222	NPC476133
Intermediate Similarity	0.7222	NPC178662
Intermediate Similarity	0.7222	NPC470884
Intermediate Similarity	0.7211	NPC315266
Intermediate Similarity	0.7194	NPC239990
Intermediate Similarity	0.7194	NPC152850
Intermediate Similarity	0.7194	NPC105114
Intermediate Similarity	0.7194	NPC71933
Intermediate Similarity	0.7194	NPC89923
Intermediate Similarity	0.7185	NPC476990
Intermediate Similarity	0.7176	NPC35850
Intermediate Similarity	0.7176	NPC276949
Intermediate Similarity	0.7174	NPC101719
Intermediate Similarity	0.7153	NPC471264
Intermediate Similarity	0.7153	NPC471265
Intermediate Similarity	0.7143	NPC111428
Intermediate Similarity	0.7143	NPC52748
Intermediate Similarity	0.7133	NPC129666
Intermediate Similarity	0.7132	NPC71684
Intermediate Similarity	0.7122	NPC136453
Intermediate Similarity	0.7114	NPC225648
Intermediate Similarity	0.7114	NPC329761
Intermediate Similarity	0.7103	NPC132636
Intermediate Similarity	0.7095	NPC316008
Intermediate Similarity	0.7095	NPC313867
Intermediate Similarity	0.7092	NPC69496
Intermediate Similarity	0.7087	NPC67043
Intermediate Similarity	0.708	NPC169485
Intermediate Similarity	0.708	NPC291027
Intermediate Similarity	0.708	NPC317474
Intermediate Similarity	0.708	NPC84281
Intermediate Similarity	0.708	NPC213126
Intermediate Similarity	0.708	NPC252878
Intermediate Similarity	0.7067	NPC240848
Intermediate Similarity	0.7055	NPC163392
Intermediate Similarity	0.7055	NPC239762
Intermediate Similarity	0.7047	NPC314358
Intermediate Similarity	0.7042	NPC157311
Intermediate Similarity	0.7029	NPC46427
Intermediate Similarity	0.7029	NPC474082
Intermediate Similarity	0.7029	NPC175726
Intermediate Similarity	0.7027	NPC315283
Intermediate Similarity	0.7027	NPC314388
Intermediate Similarity	0.7014	NPC248283
Intermediate Similarity	0.7013	NPC469903
Intermediate Similarity	0.7	NPC145113
Remote Similarity	0.6993	NPC8761
Remote Similarity	0.6993	NPC44805
Remote Similarity	0.6972	NPC300315
Remote Similarity	0.6954	NPC471820
Remote Similarity	0.6954	NPC471821
Remote Similarity	0.6944	NPC233910
Remote Similarity	0.6944	NPC245836
Remote Similarity	0.6943	NPC469902
Remote Similarity	0.6935	NPC324569
Remote Similarity	0.6929	NPC474847
Remote Similarity	0.6928	NPC162104
Remote Similarity	0.6923	NPC197743
Remote Similarity	0.6923	NPC297145
Remote Similarity	0.6918	NPC127741
Remote Similarity	0.6889	NPC239357
Remote Similarity	0.6887	NPC16188
Remote Similarity	0.6879	NPC477937
Remote Similarity	0.6867	NPC322878
Remote Similarity	0.6846	NPC139326
Remote Similarity	0.6842	NPC474584
Remote Similarity	0.6828	NPC287401
Remote Similarity	0.6825	NPC12730
Remote Similarity	0.6822	NPC473418
Remote Similarity	0.6822	NPC476198
Remote Similarity	0.6818	NPC319579
Remote Similarity	0.68	NPC122493
Remote Similarity	0.68	NPC10781
Remote Similarity	0.68	NPC293628
Remote Similarity	0.6776	NPC311658
Remote Similarity	0.6757	NPC89489
Remote Similarity	0.6738	NPC22746
Remote Similarity	0.671	NPC233702
Remote Similarity	0.6709	NPC324850
Remote Similarity	0.6689	NPC109580
Remote Similarity	0.6689	NPC471516
Remote Similarity	0.6689	NPC68865
Remote Similarity	0.6687	NPC469904
Remote Similarity	0.6667	NPC164859
Remote Similarity	0.6667	NPC310467
Remote Similarity	0.6667	NPC202198
Remote Similarity	0.6645	NPC7817
Remote Similarity	0.6645	NPC475168
Remote Similarity	0.6644	NPC242159
Remote Similarity	0.6644	NPC313694
Remote Similarity	0.6644	NPC246913
Remote Similarity	0.6644	NPC246079
Remote Similarity	0.6627	NPC26108
Remote Similarity	0.6625	NPC473003
Remote Similarity	0.6624	NPC473002
Remote Similarity	0.6623	NPC57976
Remote Similarity	0.6623	NPC197682
Remote Similarity	0.6623	NPC105717
Remote Similarity	0.6622	NPC314835
Remote Similarity	0.6605	NPC63931
Remote Similarity	0.66	NPC476259
Remote Similarity	0.6597	NPC319766
Remote Similarity	0.6594	NPC169328
Remote Similarity	0.6573	NPC477248
Remote Similarity	0.6573	NPC477249
Remote Similarity	0.6571	NPC190663
Remote Similarity	0.6571	NPC80150
Remote Similarity	0.6569	NPC473573
Remote Similarity	0.6566	NPC137627
Remote Similarity	0.6561	NPC473341
Remote Similarity	0.6558	NPC135121
Remote Similarity	0.6556	NPC168113
Remote Similarity	0.6556	NPC476989
Remote Similarity	0.6549	NPC35996
Remote Similarity	0.6547	NPC220698
Remote Similarity	0.6543	NPC471053
Remote Similarity	0.6543	NPC471052
Remote Similarity	0.6543	NPC471051
Remote Similarity	0.6536	NPC471680
Remote Similarity	0.6531	NPC257390
Remote Similarity	0.6528	NPC65310
Remote Similarity	0.6527	NPC477462
Remote Similarity	0.6522	NPC469901
Remote Similarity	0.6522	NPC471527
Remote Similarity	0.6519	NPC329011
Remote Similarity	0.6519	NPC470902
Remote Similarity	0.6515	NPC191215
Remote Similarity	0.6515	NPC45033
Remote Similarity	0.6515	NPC274089
Remote Similarity	0.6515	NPC327481
Remote Similarity	0.6513	NPC468984
Remote Similarity	0.6513	NPC77905
Remote Similarity	0.6513	NPC176226
Remote Similarity	0.6493	NPC158854
Remote Similarity	0.649	NPC268841
Remote Similarity	0.649	NPC307357
Remote Similarity	0.649	NPC46098
Remote Similarity	0.6486	NPC313663
Remote Similarity	0.6481	NPC73644
Remote Similarity	0.6479	NPC160493
Remote Similarity	0.6458	NPC47667
Remote Similarity	0.6456	NPC262166
Remote Similarity	0.6456	NPC5194
Remote Similarity	0.6456	NPC261934
Remote Similarity	0.6456	NPC286551
Remote Similarity	0.6454	NPC478015
Remote Similarity	0.6454	NPC478016
Remote Similarity	0.6454	NPC478014
Remote Similarity	0.645	NPC473001
Remote Similarity	0.6447	NPC469426
Remote Similarity	0.6447	NPC469427
Remote Similarity	0.6446	NPC276506
Remote Similarity	0.6443	NPC141050
Remote Similarity	0.6438	NPC213969
Remote Similarity	0.6438	NPC469666
Remote Similarity	0.6438	NPC165726

Drug Structure

NPD5759 OpenBabel08211708292D 32 34 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4659 3.1294 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5523 3.5361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5704 2.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7433 2.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 1.5471 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 -4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7788 -0.8940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4479 -1.6372 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8006 -1.1020 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -1.4916 -2.0530 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 16 24 1 0 0 0 0 17 22 1 0 0 0 0 17 30 1 0 0 0 0 20 19 1 1 0 0 0 21 23 1 6 0 0 0 21 24 1 0 0 0 0 22 24 1 0 0 0 0 22 25 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 27 31 1 0 0 0 0 28 30 1 0 0 0 0 28 32 1 0 0 0 0 29 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6457
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.22
ALogP	-3.1091
MLogP	3.22
XLogP	6.285
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	104.72
RO5 Violation	1