NPASS drugs

Drug Information

Drug ID:	NPD7512
Drug Name:	Fosinopril
Molecular Formula:	C30H46NO7P
Canonical SMILES:	CCC(=O)O[C@H](C(C)C)O[P@@](=O)(CC(=O)N1C[C@@H](C[C@H]1C(=O)O)C1CCCCC1)CCCCc1ccccc1
Standard InCHI:	InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30+,39-/m1/s1
Standard InCHIKey:	BIDNLKIUORFRQP-XYGFDPSESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7512

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	94
0.1-0.2	576
0.2-0.3	1683
0.3-0.4	7913
0.4-0.5	17529
0.5-0.6	2731
0.6-0.7	285
0.7-0.8	79
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	0.7635	NPC161069
Intermediate Similarity	0.7533	NPC209509
Intermediate Similarity	0.745	NPC263493
Intermediate Similarity	0.745	NPC269398
Intermediate Similarity	0.7434	NPC138775
Intermediate Similarity	0.7417	NPC5620
Intermediate Similarity	0.7368	NPC262077
Intermediate Similarity	0.7351	NPC476978
Intermediate Similarity	0.7315	NPC476133
Intermediate Similarity	0.7315	NPC98424
Intermediate Similarity	0.7315	NPC178662
Intermediate Similarity	0.7315	NPC92784
Intermediate Similarity	0.7315	NPC470884
Intermediate Similarity	0.7308	NPC122590
Intermediate Similarity	0.7292	NPC239990
Intermediate Similarity	0.7292	NPC89923
Intermediate Similarity	0.7292	NPC152850
Intermediate Similarity	0.7292	NPC105114
Intermediate Similarity	0.7292	NPC71933
Intermediate Similarity	0.7254	NPC6975
Intermediate Similarity	0.7248	NPC471265
Intermediate Similarity	0.7248	NPC471264
Intermediate Similarity	0.7241	NPC473322
Intermediate Similarity	0.7226	NPC2501
Intermediate Similarity	0.7226	NPC129666
Intermediate Similarity	0.7222	NPC136453
Intermediate Similarity	0.7208	NPC225648
Intermediate Similarity	0.7208	NPC329761
Intermediate Similarity	0.7192	NPC69496
Intermediate Similarity	0.719	NPC316008
Intermediate Similarity	0.719	NPC313867
Intermediate Similarity	0.7183	NPC317474
Intermediate Similarity	0.7183	NPC84281
Intermediate Similarity	0.7183	NPC213126
Intermediate Similarity	0.7183	NPC291027
Intermediate Similarity	0.7183	NPC169485
Intermediate Similarity	0.7181	NPC474787
Intermediate Similarity	0.7181	NPC9687
Intermediate Similarity	0.7181	NPC474811
Intermediate Similarity	0.7181	NPC474855
Intermediate Similarity	0.7181	NPC293377
Intermediate Similarity	0.7181	NPC118099
Intermediate Similarity	0.7181	NPC273907
Intermediate Similarity	0.7181	NPC476102
Intermediate Similarity	0.7181	NPC90194
Intermediate Similarity	0.7181	NPC76785
Intermediate Similarity	0.7181	NPC475598
Intermediate Similarity	0.7181	NPC260045
Intermediate Similarity	0.7181	NPC475318
Intermediate Similarity	0.7181	NPC49577
Intermediate Similarity	0.7181	NPC79465
Intermediate Similarity	0.7181	NPC151706
Intermediate Similarity	0.7163	NPC200964
Intermediate Similarity	0.7161	NPC240848
Intermediate Similarity	0.7152	NPC239762
Intermediate Similarity	0.7152	NPC163392
Intermediate Similarity	0.7143	NPC255447
Intermediate Similarity	0.7143	NPC130309
Intermediate Similarity	0.7143	NPC314358
Intermediate Similarity	0.7143	NPC157311
Intermediate Similarity	0.7124	NPC314388
Intermediate Similarity	0.7124	NPC52748
Intermediate Similarity	0.7124	NPC315283
Intermediate Similarity	0.7113	NPC202521
Intermediate Similarity	0.7097	NPC145113
Intermediate Similarity	0.7095	NPC8761
Intermediate Similarity	0.7095	NPC44805
Intermediate Similarity	0.7078	NPC315266
Intermediate Similarity	0.7051	NPC471820
Intermediate Similarity	0.7051	NPC471821
Intermediate Similarity	0.7047	NPC245836
Intermediate Similarity	0.7047	NPC233910
Intermediate Similarity	0.7042	NPC476990
Intermediate Similarity	0.7034	NPC474847
Intermediate Similarity	0.7025	NPC162104
Intermediate Similarity	0.702	NPC127741
Intermediate Similarity	0.7019	NPC197743
Intermediate Similarity	0.7019	NPC297145
Intermediate Similarity	0.7	NPC248283
Remote Similarity	0.6978	NPC33742
Remote Similarity	0.6959	NPC200589
Remote Similarity	0.695	NPC470545
Remote Similarity	0.6948	NPC139326
Remote Similarity	0.6944	NPC252878
Remote Similarity	0.6901	NPC470546
Remote Similarity	0.6897	NPC46427
Remote Similarity	0.6879	NPC315276
Remote Similarity	0.6879	NPC285926
Remote Similarity	0.6879	NPC14672
Remote Similarity	0.6879	NPC470544
Remote Similarity	0.687	NPC322598
Remote Similarity	0.6867	NPC246913
Remote Similarity	0.6849	NPC222466
Remote Similarity	0.6803	NPC101719
Remote Similarity	0.6797	NPC68865
Remote Similarity	0.6786	NPC35850
Remote Similarity	0.6786	NPC276949
Remote Similarity	0.6783	NPC310467
Remote Similarity	0.6781	NPC474082
Remote Similarity	0.6781	NPC175726
Remote Similarity	0.6779	NPC111428
Remote Similarity	0.6759	NPC71684
Remote Similarity	0.6755	NPC246079
Remote Similarity	0.6753	NPC132636
Remote Similarity	0.6752	NPC322878
Remote Similarity	0.675	NPC7817
Remote Similarity	0.675	NPC475168
Remote Similarity	0.6731	NPC197682
Remote Similarity	0.673	NPC105717
Remote Similarity	0.6725	NPC26108
Remote Similarity	0.6713	NPC169328
Remote Similarity	0.6711	NPC287401
Remote Similarity	0.6691	NPC67043
Remote Similarity	0.669	NPC190663
Remote Similarity	0.669	NPC80150
Remote Similarity	0.6688	NPC471516
Remote Similarity	0.6687	NPC469903
Remote Similarity	0.6667	NPC168113
Remote Similarity	0.6667	NPC137627
Remote Similarity	0.6667	NPC135121
Remote Similarity	0.6667	NPC473341
Remote Similarity	0.6647	NPC471053
Remote Similarity	0.6647	NPC471052
Remote Similarity	0.6647	NPC471051
Remote Similarity	0.6644	NPC65310
Remote Similarity	0.6628	NPC477462
Remote Similarity	0.6627	NPC471527
Remote Similarity	0.6627	NPC469902
Remote Similarity	0.6626	NPC470902
Remote Similarity	0.6624	NPC57976
Remote Similarity	0.6624	NPC176226
Remote Similarity	0.6623	NPC300315
Remote Similarity	0.6619	NPC158854
Remote Similarity	0.6603	NPC268841
Remote Similarity	0.6603	NPC46098
Remote Similarity	0.6603	NPC307357
Remote Similarity	0.6599	NPC160493
Remote Similarity	0.6587	NPC73644
Remote Similarity	0.6571	NPC11149
Remote Similarity	0.6564	NPC286551
Remote Similarity	0.6562	NPC16188
Remote Similarity	0.6561	NPC469426
Remote Similarity	0.6561	NPC469427
Remote Similarity	0.6556	NPC165726
Remote Similarity	0.6556	NPC213969
Remote Similarity	0.6541	NPC477217
Remote Similarity	0.6541	NPC201244
Remote Similarity	0.6538	NPC281104
Remote Similarity	0.6533	NPC477937
Remote Similarity	0.6528	NPC239357
Remote Similarity	0.6516	NPC314835
Remote Similarity	0.6512	NPC89831
Remote Similarity	0.6509	NPC63931
Remote Similarity	0.6506	NPC324850
Remote Similarity	0.6497	NPC476259
Remote Similarity	0.649	NPC319766
Remote Similarity	0.6481	NPC283783
Remote Similarity	0.6479	NPC474584
Remote Similarity	0.6467	NPC62104
Remote Similarity	0.6467	NPC1390
Remote Similarity	0.6467	NPC477248
Remote Similarity	0.6467	NPC477249
Remote Similarity	0.646	NPC311658
Remote Similarity	0.6453	NPC475123
Remote Similarity	0.6453	NPC475204
Remote Similarity	0.6449	NPC476198
Remote Similarity	0.6449	NPC473418
Remote Similarity	0.6444	NPC12730
Remote Similarity	0.6443	NPC35996
Remote Similarity	0.6438	NPC471680
Remote Similarity	0.6438	NPC237420
Remote Similarity	0.6437	NPC476227
Remote Similarity	0.6437	NPC317362
Remote Similarity	0.6437	NPC318930
Remote Similarity	0.6437	NPC326407
Remote Similarity	0.6437	NPC317725
Remote Similarity	0.6433	NPC89489
Remote Similarity	0.6429	NPC469901
Remote Similarity	0.6418	NPC324569
Remote Similarity	0.6415	NPC77905
Remote Similarity	0.6402	NPC300443
Remote Similarity	0.6402	NPC233702
Remote Similarity	0.64	NPC475427
Remote Similarity	0.64	NPC22746
Remote Similarity	0.6395	NPC469904
Remote Similarity	0.6387	NPC313663
Remote Similarity	0.6379	NPC306804
Remote Similarity	0.6379	NPC285622
Remote Similarity	0.6369	NPC109580
Remote Similarity	0.6364	NPC202198
Remote Similarity	0.6364	NPC262166
Remote Similarity	0.6358	NPC47667
Remote Similarity	0.6358	NPC4974
Remote Similarity	0.6351	NPC45777
Remote Similarity	0.6351	NPC478014
Remote Similarity	0.6351	NPC477061
Remote Similarity	0.6351	NPC478016
Remote Similarity	0.6351	NPC478015
Remote Similarity	0.6346	NPC141050
Remote Similarity	0.6343	NPC159767

Drug Structure

NPD7512 OpenBabel08211712022D 40 42 0 0 1 0 0 0 0 0999 V2000 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1294 6.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5361 5.5523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1349 6.5704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 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 -4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9483 4.7433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5471 5.7614 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 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 3.0878 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 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9538 4.8479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 4.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0570 3.0878 0.0000 C 0 0 1 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 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8940 2.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1020 1.8006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6372 3.4479 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 2.5000 -0.8660 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 -0.0000 0.0000 P 0 0 1 0 0 0 0 0 0 0 0 0 1.4293 4.4260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 28 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 18 1 0 0 0 0 13 23 2 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 18 39 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 25 1 0 0 0 0 20 31 1 0 0 0 0 21 27 1 0 0 0 0 21 39 1 0 0 0 0 25 24 1 6 0 0 0 26 29 1 1 0 0 0 26 31 1 0 0 0 0 27 31 1 0 0 0 0 27 32 2 0 0 0 0 28 33 2 0 0 0 0 28 37 1 0 0 0 0 29 34 2 0 0 0 0 29 35 1 0 0 0 0 30 22 1 6 0 0 0 30 37 1 0 0 0 0 30 38 1 0 0 0 0 35 40 1 0 0 0 0 38 39 1 0 0 0 0 39 36 2 1 0 0 0 M END $$$$

External Identifiers

TTD	DAP000582
DrugBank
ChEMBL
IUPHAR/BPS	6456
PharmaGKB
KEGG Drug
PubChem CID	9601226
ChEBI
CAS Number

Drug Properties

Molecular Weight	563.30
ALogP	-2.2603
MLogP	3.77
XLogP	8.34
HDA	8
HBD	1
Rotatable Bonds	20
TPSA	120.02
RO5 Violation	2