NPASS drugs

Drug Information

Drug ID:	NPD4151
Drug Name:	cilazaprilat
Molecular Formula:	C20H27N3O5
Canonical SMILES:	OC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1
Standard InCHI:	InChI=1S/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/t15-,16-,17-/m0/s1
Standard InCHIKey:	UVAUYSRYXACKSC-ULQDDVLXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4151

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	106
0.1-0.2	672
0.2-0.3	3324
0.3-0.4	13818
0.4-0.5	11070
0.5-0.6	1506
0.6-0.7	344
0.7-0.8	50
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	0.7851	NPC67043
Intermediate Similarity	0.771	NPC71684
Intermediate Similarity	0.7643	NPC132636
Intermediate Similarity	0.7563	NPC324569
Intermediate Similarity	0.7445	NPC111428
Intermediate Similarity	0.7417	NPC293628
Intermediate Similarity	0.7417	NPC10781
Intermediate Similarity	0.7417	NPC122493
Intermediate Similarity	0.7407	NPC222466
Intermediate Similarity	0.7402	NPC319579
Intermediate Similarity	0.7379	NPC315266
Intermediate Similarity	0.7353	NPC101719
Intermediate Similarity	0.7343	NPC239762
Intermediate Similarity	0.7343	NPC163392
Intermediate Similarity	0.7328	NPC14672
Intermediate Similarity	0.7328	NPC285926
Intermediate Similarity	0.7328	NPC315276
Intermediate Similarity	0.7308	NPC33742
Intermediate Similarity	0.7305	NPC474473
Intermediate Similarity	0.7299	NPC477937
Intermediate Similarity	0.7287	NPC474584
Intermediate Similarity	0.728	NPC473418
Intermediate Similarity	0.7273	NPC470545
Intermediate Similarity	0.7267	NPC473341
Intermediate Similarity	0.7258	NPC164859
Intermediate Similarity	0.7239	NPC200964
Intermediate Similarity	0.7231	NPC35850
Intermediate Similarity	0.7231	NPC276949
Intermediate Similarity	0.7218	NPC470546
Intermediate Similarity	0.7213	NPC322598
Intermediate Similarity	0.7209	NPC329011
Intermediate Similarity	0.7197	NPC470544
Intermediate Similarity	0.7194	NPC473322
Intermediate Similarity	0.7171	NPC469903
Intermediate Similarity	0.7143	NPC62104
Intermediate Similarity	0.7143	NPC1390
Intermediate Similarity	0.7133	NPC314835
Intermediate Similarity	0.7097	NPC469902
Intermediate Similarity	0.7097	NPC471527
Intermediate Similarity	0.7095	NPC314114
Intermediate Similarity	0.7092	NPC255447
Intermediate Similarity	0.7087	NPC327481
Intermediate Similarity	0.708	NPC6975
Intermediate Similarity	0.7075	NPC52748
Intermediate Similarity	0.7067	NPC2501
Intermediate Similarity	0.7047	NPC311658
Intermediate Similarity	0.7039	NPC122590
Intermediate Similarity	0.7029	NPC22746
Intermediate Similarity	0.7027	NPC209509
Intermediate Similarity	0.7007	NPC161069
Remote Similarity	0.6992	NPC197470
Remote Similarity	0.6972	NPC130309
Remote Similarity	0.6968	NPC324850
Remote Similarity	0.6962	NPC5719
Remote Similarity	0.6962	NPC217804
Remote Similarity	0.6962	NPC22883
Remote Similarity	0.6962	NPC210377
Remote Similarity	0.6957	NPC35996
Remote Similarity	0.6957	NPC175726
Remote Similarity	0.6957	NPC474082
Remote Similarity	0.695	NPC469666
Remote Similarity	0.694	NPC239357
Remote Similarity	0.6939	NPC269398
Remote Similarity	0.6939	NPC263493
Remote Similarity	0.6934	NPC202521
Remote Similarity	0.6929	NPC136453
Remote Similarity	0.6923	NPC257390
Remote Similarity	0.6918	NPC470884
Remote Similarity	0.6918	NPC178662
Remote Similarity	0.6918	NPC15068
Remote Similarity	0.6918	NPC98424
Remote Similarity	0.6918	NPC92784
Remote Similarity	0.6918	NPC476133
Remote Similarity	0.6913	NPC5620
Remote Similarity	0.6901	NPC200589
Remote Similarity	0.6894	NPC276506
Remote Similarity	0.6887	NPC471821
Remote Similarity	0.6887	NPC471820
Remote Similarity	0.688	NPC12730
Remote Similarity	0.6879	NPC239990
Remote Similarity	0.6879	NPC475544
Remote Similarity	0.6879	NPC105114
Remote Similarity	0.6879	NPC89923
Remote Similarity	0.6879	NPC152850
Remote Similarity	0.6879	NPC71933
Remote Similarity	0.6875	NPC63040
Remote Similarity	0.6867	NPC262077
Remote Similarity	0.6861	NPC302169
Remote Similarity	0.6861	NPC27833
Remote Similarity	0.6861	NPC476990
Remote Similarity	0.6849	NPC471265
Remote Similarity	0.6849	NPC127741
Remote Similarity	0.6849	NPC471264
Remote Similarity	0.6846	NPC476978
Remote Similarity	0.6846	NPC314388
Remote Similarity	0.6846	NPC315283
Remote Similarity	0.6839	NPC473580
Remote Similarity	0.6838	NPC314992
Remote Similarity	0.6832	NPC469904
Remote Similarity	0.6828	NPC248283
Remote Similarity	0.6821	NPC138775
Remote Similarity	0.68	NPC316008
Remote Similarity	0.68	NPC313867
Remote Similarity	0.6797	NPC7817
Remote Similarity	0.6797	NPC475168
Remote Similarity	0.679	NPC198254
Remote Similarity	0.679	NPC274198
Remote Similarity	0.6779	NPC139326
Remote Similarity	0.6779	NPC468984
Remote Similarity	0.6779	NPC57976
Remote Similarity	0.6779	NPC77905
Remote Similarity	0.6774	NPC473002
Remote Similarity	0.6772	NPC473003
Remote Similarity	0.6772	NPC469901
Remote Similarity	0.6772	NPC469243
Remote Similarity	0.6763	NPC252878
Remote Similarity	0.6755	NPC314358
Remote Similarity	0.6753	NPC300443
Remote Similarity	0.6752	NPC297145
Remote Similarity	0.6752	NPC197743
Remote Similarity	0.6744	NPC476198
Remote Similarity	0.6738	NPC474847
Remote Similarity	0.6736	NPC157311
Remote Similarity	0.6735	NPC68865
Remote Similarity	0.6732	NPC129666
Remote Similarity	0.6727	NPC196243
Remote Similarity	0.6715	NPC220698
Remote Similarity	0.6714	NPC46427
Remote Similarity	0.6713	NPC311753
Remote Similarity	0.6712	NPC141050
Remote Similarity	0.6711	NPC225648
Remote Similarity	0.6711	NPC329761
Remote Similarity	0.6711	NPC145113
Remote Similarity	0.6708	NPC304074
Remote Similarity	0.6708	NPC471771
Remote Similarity	0.6708	NPC290755
Remote Similarity	0.6691	NPC2265
Remote Similarity	0.669	NPC44805
Remote Similarity	0.669	NPC8761
Remote Similarity	0.669	NPC322433
Remote Similarity	0.669	NPC246079
Remote Similarity	0.6687	NPC471053
Remote Similarity	0.6687	NPC471051
Remote Similarity	0.6687	NPC471052
Remote Similarity	0.6687	NPC46009
Remote Similarity	0.6667	NPC197682
Remote Similarity	0.6667	NPC240848
Remote Similarity	0.6667	NPC470902
Remote Similarity	0.6667	NPC300315
Remote Similarity	0.6646	NPC223207
Remote Similarity	0.6646	NPC63931
Remote Similarity	0.6644	NPC476259
Remote Similarity	0.6643	NPC319766
Remote Similarity	0.6625	NPC73655
Remote Similarity	0.6606	NPC306804
Remote Similarity	0.66	NPC168113
Remote Similarity	0.6587	NPC473001
Remote Similarity	0.6579	NPC322878
Remote Similarity	0.6577	NPC242159
Remote Similarity	0.6577	NPC313694
Remote Similarity	0.6558	NPC105717
Remote Similarity	0.6556	NPC176226
Remote Similarity	0.6552	NPC69496
Remote Similarity	0.6552	NPC325651
Remote Similarity	0.6538	NPC162104
Remote Similarity	0.6533	NPC238412
Remote Similarity	0.6533	NPC268841
Remote Similarity	0.6533	NPC46098
Remote Similarity	0.6533	NPC307357
Remote Similarity	0.6531	NPC287401
Remote Similarity	0.6527	NPC469900
Remote Similarity	0.6525	NPC317474
Remote Similarity	0.6525	NPC169485
Remote Similarity	0.6525	NPC291027
Remote Similarity	0.6525	NPC84281
Remote Similarity	0.6525	NPC213126
Remote Similarity	0.6524	NPC473000
Remote Similarity	0.6522	NPC169328
Remote Similarity	0.6516	NPC13470
Remote Similarity	0.6509	NPC153554
Remote Similarity	0.65	NPC24617
Remote Similarity	0.65	NPC469898
Remote Similarity	0.6494	NPC16188
Remote Similarity	0.6494	NPC135121
Remote Similarity	0.649	NPC469427
Remote Similarity	0.649	NPC469426
Remote Similarity	0.6485	NPC475204
Remote Similarity	0.6485	NPC475123
Remote Similarity	0.6475	NPC310467
Remote Similarity	0.6471	NPC473404
Remote Similarity	0.6471	NPC477217
Remote Similarity	0.6471	NPC471680
Remote Similarity	0.6471	NPC201244
Remote Similarity	0.6467	NPC89489
Remote Similarity	0.646	NPC114806
Remote Similarity	0.645	NPC194671
Remote Similarity	0.645	NPC269750
Remote Similarity	0.6449	NPC188867
Remote Similarity	0.6449	NPC281686
Remote Similarity	0.6449	NPC106551

Drug Structure

NPD4151 OpenBabel08211704332D 31 33 0 0 1 0 0 0 0 0999 V2000 6.9780 2.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9780 1.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1119 3.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9777 -0.2981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1119 1.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2459 2.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 -1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6123 0.6328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3799 1.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3799 0.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1347 -1.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3542 -1.0799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2459 1.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7818 -0.2686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5139 -0.2686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6235 0.7818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5139 -1.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2581 1.7127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6478 0.2314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3653 -0.9309 0.0000 N 0 0 3 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 1.1046 1.2836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3799 -1.7686 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6478 -1.7686 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7307 1.8617 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8816 2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6478 1.2314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6478 -2.7686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8705 2.3455 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 8 1 0 0 0 0 4 12 1 0 0 0 0 5 9 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 15 18 1 0 0 0 0 15 21 1 1 0 0 0 16 11 1 1 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 1 0 0 0 17 23 1 0 0 0 0 18 23 1 0 0 0 0 18 24 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6461
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.20
ALogP	-3.3473
MLogP	2.78
XLogP	3.442
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	110.18
RO5 Violation	0