NPASS drugs

Drug Information

Drug ID:	NPD4677
Drug Name:	zabiciprilat
Molecular Formula:	C21H28N2O5
Canonical SMILES:	OC(=O)[C@@H](N[C@H](C(=O)N1C2CCC([C@H]1C(=O)O)CC2)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C21H28N2O5/c1-13(22-17(20(25)26)12-7-14-5-3-2-4-6-14)19(24)23-16-10-8-15(9-11-16)18(23)21(27)28/h2-6,13,15-18,22H,7-12H2,1H3,(H,25,26)(H,27,28)/t13-,15?,16?,17-,18-/m0/s1
Standard InCHIKey:	HBZJVGFXZTUXNI-XMQLQKOFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4677

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	89
0.1-0.2	552
0.2-0.3	2086
0.3-0.4	9946
0.4-0.5	15156
0.5-0.6	2479
0.6-0.7	440
0.7-0.8	137
0.8-0.85	5
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	0.8468	NPC71684
Intermediate Similarity	0.8346	NPC132636
Intermediate Similarity	0.8205	NPC67043
Intermediate Similarity	0.8051	NPC473418
Intermediate Similarity	0.8	NPC470545
Intermediate Similarity	0.7984	NPC222466
Intermediate Similarity	0.7937	NPC470546
Intermediate Similarity	0.7923	NPC101719
Intermediate Similarity	0.792	NPC470544
Intermediate Similarity	0.7879	NPC473322
Intermediate Similarity	0.7879	NPC111428
Intermediate Similarity	0.7863	NPC477937
Intermediate Similarity	0.7759	NPC324569
Intermediate Similarity	0.7742	NPC474584
Intermediate Similarity	0.7724	NPC319579
Intermediate Similarity	0.7721	NPC474473
Intermediate Similarity	0.7692	NPC322598
Intermediate Similarity	0.7669	NPC152850
Intermediate Similarity	0.7669	NPC71933
Intermediate Similarity	0.7669	NPC239990
Intermediate Similarity	0.7669	NPC105114
Intermediate Similarity	0.7669	NPC89923
Intermediate Similarity	0.763	NPC255447
Intermediate Similarity	0.7619	NPC33742
Intermediate Similarity	0.7607	NPC10781
Intermediate Similarity	0.7607	NPC122493
Intermediate Similarity	0.7607	NPC293628
Intermediate Similarity	0.7594	NPC136453
Intermediate Similarity	0.7576	NPC22746
Intermediate Similarity	0.7574	NPC257390
Intermediate Similarity	0.7551	NPC469903
Intermediate Similarity	0.7541	NPC327481
Intermediate Similarity	0.754	NPC276949
Intermediate Similarity	0.754	NPC35850
Intermediate Similarity	0.7538	NPC200964
Intermediate Similarity	0.7535	NPC315266
Intermediate Similarity	0.7534	NPC473341
Intermediate Similarity	0.7518	NPC161069
Intermediate Similarity	0.75	NPC35996
Intermediate Similarity	0.75	NPC157311
Intermediate Similarity	0.75	NPC239357
Intermediate Similarity	0.75	NPC163392
Intermediate Similarity	0.75	NPC239762
Intermediate Similarity	0.7483	NPC314114
Intermediate Similarity	0.7482	NPC127741
Intermediate Similarity	0.7467	NPC471527
Intermediate Similarity	0.7467	NPC475544
Intermediate Similarity	0.7445	NPC8761
Intermediate Similarity	0.7445	NPC44805
Intermediate Similarity	0.7438	NPC164859
Intermediate Similarity	0.7413	NPC209509
Intermediate Similarity	0.7386	NPC471771
Intermediate Similarity	0.7386	NPC304074
Intermediate Similarity	0.7386	NPC290755
Intermediate Similarity	0.7385	NPC220698
Intermediate Similarity	0.7381	NPC329011
Intermediate Similarity	0.7368	NPC6975
Intermediate Similarity	0.7364	NPC315276
Intermediate Similarity	0.7364	NPC14672
Intermediate Similarity	0.7364	NPC285926
Intermediate Similarity	0.7351	NPC469243
Intermediate Similarity	0.7351	NPC469902
Intermediate Similarity	0.7324	NPC263493
Intermediate Similarity	0.7324	NPC269398
Intermediate Similarity	0.732	NPC223207
Intermediate Similarity	0.7315	NPC473580
Intermediate Similarity	0.731	NPC311658
Intermediate Similarity	0.731	NPC138775
Intermediate Similarity	0.7299	NPC200589
Intermediate Similarity	0.7297	NPC122590
Intermediate Similarity	0.7287	NPC197470
Intermediate Similarity	0.7285	NPC62104
Intermediate Similarity	0.7285	NPC1390
Intermediate Similarity	0.7273	NPC302169
Intermediate Similarity	0.7273	NPC139326
Intermediate Similarity	0.7252	NPC314992
Intermediate Similarity	0.7234	NPC68865
Intermediate Similarity	0.7226	NPC469666
Intermediate Similarity	0.7222	NPC52748
Intermediate Similarity	0.7218	NPC202521
Intermediate Similarity	0.7211	NPC2501
Intermediate Similarity	0.7194	NPC246079
Intermediate Similarity	0.719	NPC12730
Intermediate Similarity	0.7183	NPC92784
Intermediate Similarity	0.7183	NPC178662
Intermediate Similarity	0.7183	NPC470884
Intermediate Similarity	0.7183	NPC98424
Intermediate Similarity	0.7183	NPC476133
Intermediate Similarity	0.7179	NPC469904
Intermediate Similarity	0.7177	NPC476198
Intermediate Similarity	0.7172	NPC5620
Intermediate Similarity	0.7163	NPC314835
Intermediate Similarity	0.7153	NPC197682
Intermediate Similarity	0.7153	NPC468984
Intermediate Similarity	0.7153	NPC319766
Intermediate Similarity	0.7143	NPC105717
Intermediate Similarity	0.7143	NPC476990
Intermediate Similarity	0.7143	NPC27833
Intermediate Similarity	0.7134	NPC276506
Intermediate Similarity	0.7133	NPC476259
Intermediate Similarity	0.7132	NPC474847
Intermediate Similarity	0.7124	NPC473003
Intermediate Similarity	0.7123	NPC262077
Intermediate Similarity	0.7122	NPC130309
Intermediate Similarity	0.7113	NPC471264
Intermediate Similarity	0.7113	NPC471265
Intermediate Similarity	0.7103	NPC476978
Intermediate Similarity	0.7099	NPC2265
Intermediate Similarity	0.7097	NPC63931
Intermediate Similarity	0.7097	NPC210377
Intermediate Similarity	0.7097	NPC22883
Intermediate Similarity	0.7097	NPC5719
Intermediate Similarity	0.7097	NPC217804
Intermediate Similarity	0.7083	NPC168113
Intermediate Similarity	0.7075	NPC329761
Intermediate Similarity	0.7075	NPC145113
Intermediate Similarity	0.7075	NPC225648
Intermediate Similarity	0.7063	NPC196243
Intermediate Similarity	0.7051	NPC15068
Intermediate Similarity	0.705	NPC69496
Intermediate Similarity	0.7047	NPC7817
Intermediate Similarity	0.7047	NPC475168
Intermediate Similarity	0.7037	NPC213126
Intermediate Similarity	0.7037	NPC169485
Intermediate Similarity	0.7037	NPC84281
Intermediate Similarity	0.7037	NPC317474
Intermediate Similarity	0.7037	NPC252878
Intermediate Similarity	0.7037	NPC291027
Intermediate Similarity	0.7034	NPC77905
Intermediate Similarity	0.7034	NPC176226
Intermediate Similarity	0.7032	NPC471053
Intermediate Similarity	0.7032	NPC471051
Intermediate Similarity	0.7032	NPC471052
Intermediate Similarity	0.7027	NPC471821
Intermediate Similarity	0.7027	NPC471820
Intermediate Similarity	0.7025	NPC198254
Intermediate Similarity	0.7025	NPC274198
Intermediate Similarity	0.702	NPC473002
Intermediate Similarity	0.7014	NPC46098
Intermediate Similarity	0.7014	NPC268841
Intermediate Similarity	0.7014	NPC307357
Intermediate Similarity	0.7006	NPC63040
Remote Similarity	0.6993	NPC324850
Remote Similarity	0.6987	NPC189116
Remote Similarity	0.6985	NPC474082
Remote Similarity	0.6985	NPC46427
Remote Similarity	0.6985	NPC175726
Remote Similarity	0.6984	NPC45033
Remote Similarity	0.698	NPC129666
Remote Similarity	0.6972	NPC248283
Remote Similarity	0.6972	NPC141050
Remote Similarity	0.6966	NPC469427
Remote Similarity	0.6966	NPC469426
Remote Similarity	0.6959	NPC135121
Remote Similarity	0.6954	NPC286551
Remote Similarity	0.6944	NPC77992
Remote Similarity	0.6939	NPC316008
Remote Similarity	0.6939	NPC477217
Remote Similarity	0.6939	NPC201244
Remote Similarity	0.6939	NPC313867
Remote Similarity	0.6937	NPC306804
Remote Similarity	0.6929	NPC300315
Remote Similarity	0.6918	NPC57976
Remote Similarity	0.6917	NPC169328
Remote Similarity	0.6914	NPC473001
Remote Similarity	0.6908	NPC470902
Remote Similarity	0.6903	NPC469901
Remote Similarity	0.6901	NPC245836
Remote Similarity	0.6901	NPC233910
Remote Similarity	0.6892	NPC314358
Remote Similarity	0.6887	NPC233702
Remote Similarity	0.6887	NPC300443
Remote Similarity	0.6883	NPC297145
Remote Similarity	0.6883	NPC197743
Remote Similarity	0.6875	NPC478140
Remote Similarity	0.6871	NPC315283
Remote Similarity	0.6871	NPC314388
Remote Similarity	0.6867	NPC13470
Remote Similarity	0.6866	NPC310467
Remote Similarity	0.6846	NPC16188
Remote Similarity	0.6835	NPC322433
Remote Similarity	0.6824	NPC322878
Remote Similarity	0.6822	NPC158854
Remote Similarity	0.6821	NPC324081
Remote Similarity	0.6813	NPC46009
Remote Similarity	0.6809	NPC325651
Remote Similarity	0.6806	NPC475598
Remote Similarity	0.6806	NPC293377
Remote Similarity	0.6806	NPC151706
Remote Similarity	0.6806	NPC273907
Remote Similarity	0.6806	NPC476102
Remote Similarity	0.6806	NPC49577
Remote Similarity	0.6806	NPC79465
Remote Similarity	0.6806	NPC118099
Remote Similarity	0.6806	NPC474855
Remote Similarity	0.6806	NPC90194
Remote Similarity	0.6806	NPC76785
Remote Similarity	0.6806	NPC260045
Remote Similarity	0.6806	NPC9687
Remote Similarity	0.6806	NPC475318

Drug Structure

NPD4677 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 1.7147 -0.9900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 2.3132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 2.3132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3966 1.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3966 1.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 0.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3966 -0.2849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1034 2.3132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7782 1.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6034 1.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2233 0.7138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 -1.1509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7147 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8966 0.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1034 2.3132 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1034 0.5812 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8574 1.4850 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6034 1.4472 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5721 0.4950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3966 1.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8574 0.4950 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1034 0.5812 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5721 1.4850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9700 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8574 1.4850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 2.3132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 0.5812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7147 1.9800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 0.5812 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 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 13 1 1 6 0 0 0 13 19 1 0 0 0 0 13 22 1 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 12 1 6 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 1 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 19 24 2 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002014
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	388.20
ALogP	-2.6017
MLogP	3
XLogP	4.172
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	106.94
RO5 Violation	0