NPASS drugs

Drug Information

Drug ID:	NPD5581
Drug Name:	quinaprilat
Molecular Formula:	C23H26N2O5
Canonical SMILES:	OC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1
Standard InCHIKey:	FLSLEGPOVLMJMN-YSSFQJQWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5581

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	97
0.1-0.2	647
0.2-0.3	2471
0.3-0.4	10132
0.4-0.5	14062
0.5-0.6	2854
0.6-0.7	553
0.7-0.8	72
0.8-0.85	2
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	0.8154	NPC71684
Intermediate Similarity	0.8058	NPC132636
Intermediate Similarity	0.7886	NPC473418
Intermediate Similarity	0.7886	NPC67043
Intermediate Similarity	0.7737	NPC111428
Intermediate Similarity	0.7714	NPC474473
Intermediate Similarity	0.771	NPC470545
Intermediate Similarity	0.7652	NPC470546
Intermediate Similarity	0.7634	NPC470544
Intermediate Similarity	0.7609	NPC473322
Intermediate Similarity	0.7591	NPC477937
Intermediate Similarity	0.7578	NPC319579
Intermediate Similarity	0.7574	NPC222466
Intermediate Similarity	0.7518	NPC101719
Intermediate Similarity	0.7464	NPC136453
Intermediate Similarity	0.746	NPC476198
Intermediate Similarity	0.7447	NPC257390
Intermediate Similarity	0.7434	NPC469903
Intermediate Similarity	0.741	NPC152850
Intermediate Similarity	0.741	NPC71933
Intermediate Similarity	0.741	NPC105114
Intermediate Similarity	0.741	NPC89923
Intermediate Similarity	0.741	NPC239990
Intermediate Similarity	0.7398	NPC322598
Intermediate Similarity	0.7376	NPC255447
Intermediate Similarity	0.7348	NPC33742
Intermediate Similarity	0.7328	NPC474584
Intermediate Similarity	0.7319	NPC22746
Intermediate Similarity	0.7317	NPC122493
Intermediate Similarity	0.7317	NPC293628
Intermediate Similarity	0.7317	NPC324569
Intermediate Similarity	0.7317	NPC10781
Intermediate Similarity	0.7279	NPC161069
Intermediate Similarity	0.7279	NPC468984
Intermediate Similarity	0.7273	NPC35850
Intermediate Similarity	0.7273	NPC276949
Intermediate Similarity	0.7259	NPC220698
Intermediate Similarity	0.7254	NPC157311
Intermediate Similarity	0.7248	NPC314114
Intermediate Similarity	0.7246	NPC35996
Intermediate Similarity	0.7244	NPC469902
Intermediate Similarity	0.7244	NPC471527
Intermediate Similarity	0.7203	NPC8761
Intermediate Similarity	0.7203	NPC44805
Intermediate Similarity	0.719	NPC473341
Intermediate Similarity	0.7181	NPC209509
Intermediate Similarity	0.7181	NPC315266
Intermediate Similarity	0.717	NPC471771
Intermediate Similarity	0.717	NPC290755
Intermediate Similarity	0.717	NPC304074
Intermediate Similarity	0.7165	NPC164859
Intermediate Similarity	0.7153	NPC200964
Intermediate Similarity	0.7143	NPC163392
Intermediate Similarity	0.7143	NPC239762
Intermediate Similarity	0.7134	NPC475544
Intermediate Similarity	0.7134	NPC469243
Intermediate Similarity	0.7132	NPC327481
Intermediate Similarity	0.7123	NPC127741
Intermediate Similarity	0.7121	NPC329011
Intermediate Similarity	0.7111	NPC285926
Intermediate Similarity	0.7111	NPC14672
Intermediate Similarity	0.7111	NPC239357
Intermediate Similarity	0.7111	NPC315276
Intermediate Similarity	0.7107	NPC223207
Intermediate Similarity	0.7107	NPC189116
Intermediate Similarity	0.7086	NPC138775
Intermediate Similarity	0.7081	NPC469904
Intermediate Similarity	0.7078	NPC122590
Intermediate Similarity	0.7063	NPC200589
Intermediate Similarity	0.7037	NPC197470
Intermediate Similarity	0.7029	NPC302169
Intermediate Similarity	0.7025	NPC473003
Intermediate Similarity	0.7016	NPC329430
Intermediate Similarity	0.7	NPC6975
Remote Similarity	0.6993	NPC469666
Remote Similarity	0.6993	NPC13470
Remote Similarity	0.698	NPC263493
Remote Similarity	0.698	NPC269398
Remote Similarity	0.6978	NPC314192
Remote Similarity	0.6974	NPC311658
Remote Similarity	0.6972	NPC322433
Remote Similarity	0.6962	NPC1390
Remote Similarity	0.6962	NPC62104
Remote Similarity	0.6959	NPC77992
Remote Similarity	0.6933	NPC139326
Remote Similarity	0.6929	NPC12730
Remote Similarity	0.6928	NPC105717
Remote Similarity	0.6923	NPC473002
Remote Similarity	0.6908	NPC262077
Remote Similarity	0.6906	NPC27833
Remote Similarity	0.6899	NPC324850
Remote Similarity	0.6897	NPC126458
Remote Similarity	0.6892	NPC478140
Remote Similarity	0.6892	NPC68865
Remote Similarity	0.6887	NPC52748
Remote Similarity	0.6884	NPC314992
Remote Similarity	0.6883	NPC2501
Remote Similarity	0.6879	NPC473580
Remote Similarity	0.6875	NPC73644
Remote Similarity	0.6867	NPC196243
Remote Similarity	0.6857	NPC202521
Remote Similarity	0.6849	NPC246913
Remote Similarity	0.6846	NPC98424
Remote Similarity	0.6846	NPC470884
Remote Similarity	0.6846	NPC287358
Remote Similarity	0.6846	NPC476133
Remote Similarity	0.6846	NPC92784
Remote Similarity	0.6846	NPC178662
Remote Similarity	0.6842	NPC5620
Remote Similarity	0.6832	NPC471052
Remote Similarity	0.6832	NPC471053
Remote Similarity	0.6832	NPC471051
Remote Similarity	0.6829	NPC274198
Remote Similarity	0.6829	NPC198254
Remote Similarity	0.6829	NPC276506
Remote Similarity	0.6826	NPC473001
Remote Similarity	0.6824	NPC314835
Remote Similarity	0.6821	NPC197682
Remote Similarity	0.6806	NPC319766
Remote Similarity	0.68	NPC476259
Remote Similarity	0.679	NPC63931
Remote Similarity	0.679	NPC5719
Remote Similarity	0.679	NPC217804
Remote Similarity	0.679	NPC210377
Remote Similarity	0.679	NPC22883
Remote Similarity	0.6788	NPC101139
Remote Similarity	0.6786	NPC476990
Remote Similarity	0.6783	NPC474847
Remote Similarity	0.6781	NPC130309
Remote Similarity	0.6779	NPC471264
Remote Similarity	0.6779	NPC471265
Remote Similarity	0.6776	NPC476978
Remote Similarity	0.6774	NPC470926
Remote Similarity	0.6774	NPC254798
Remote Similarity	0.6761	NPC175726
Remote Similarity	0.6761	NPC474082
Remote Similarity	0.6757	NPC248283
Remote Similarity	0.6755	NPC168113
Remote Similarity	0.6752	NPC286551
Remote Similarity	0.6748	NPC15068
Remote Similarity	0.6747	NPC306804
Remote Similarity	0.6747	NPC285622
Remote Similarity	0.6742	NPC45033
Remote Similarity	0.6739	NPC2265
Remote Similarity	0.6735	NPC246079
Remote Similarity	0.6731	NPC475168
Remote Similarity	0.6731	NPC7817
Remote Similarity	0.6712	NPC69496
Remote Similarity	0.6712	NPC325651
Remote Similarity	0.6711	NPC151706
Remote Similarity	0.6711	NPC57976
Remote Similarity	0.6711	NPC9687
Remote Similarity	0.6711	NPC76785
Remote Similarity	0.6711	NPC176226
Remote Similarity	0.6711	NPC474811
Remote Similarity	0.6711	NPC475318
Remote Similarity	0.6711	NPC476102
Remote Similarity	0.6711	NPC79465
Remote Similarity	0.6711	NPC260045
Remote Similarity	0.6711	NPC474787
Remote Similarity	0.6711	NPC90194
Remote Similarity	0.6711	NPC475598
Remote Similarity	0.6711	NPC273907
Remote Similarity	0.6711	NPC293377
Remote Similarity	0.6711	NPC474855
Remote Similarity	0.6711	NPC49577
Remote Similarity	0.6711	NPC118099
Remote Similarity	0.6711	NPC77905
Remote Similarity	0.671	NPC471821
Remote Similarity	0.671	NPC471820
Remote Similarity	0.6708	NPC469901
Remote Similarity	0.6707	NPC63040
Remote Similarity	0.669	NPC169485
Remote Similarity	0.669	NPC291027
Remote Similarity	0.669	NPC84281
Remote Similarity	0.669	NPC317474
Remote Similarity	0.669	NPC213126
Remote Similarity	0.669	NPC252878
Remote Similarity	0.6689	NPC46098
Remote Similarity	0.6689	NPC307357
Remote Similarity	0.6689	NPC268841
Remote Similarity	0.6689	NPC238412
Remote Similarity	0.6688	NPC233702
Remote Similarity	0.6667	NPC315283
Remote Similarity	0.6667	NPC129666
Remote Similarity	0.6667	NPC68650
Remote Similarity	0.6667	NPC472102
Remote Similarity	0.6667	NPC4974
Remote Similarity	0.6667	NPC309531
Remote Similarity	0.6667	NPC314388
Remote Similarity	0.6646	NPC222029
Remote Similarity	0.6645	NPC16188
Remote Similarity	0.6645	NPC135121
Remote Similarity	0.6645	NPC329761
Remote Similarity	0.6645	NPC469427
Remote Similarity	0.6645	NPC145113
Remote Similarity	0.6645	NPC469426
Remote Similarity	0.6645	NPC225648
Remote Similarity	0.6644	NPC141050
Remote Similarity	0.6644	NPC40488

Drug Structure

NPD5581 OpenBabel08211708292D 33 35 0 0 1 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 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 1.7321 -3.0000 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 -5.1962 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 1.7321 0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 1 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 1.7321 -1.0000 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 -3.4641 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 0.5000 0.0000 N 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 25 1 0 0 0 0 15 1 1 6 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 17 18 1 0 0 0 0 19 12 1 1 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 23 1 6 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 28 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6352
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.18
ALogP	-2.1064
MLogP	3.22
XLogP	5.636
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	106.94
RO5 Violation	1