NPASS drugs

Drug Information

Drug ID:	NPD4465
Drug Name:	Navarixin Hydrate
Molecular Formula:	C21H23N3O5.H2O
Canonical SMILES:	CC[C@H](c1ccc(o1)C)NC1=C(C(=O)C1=O)Nc1cccc(c1O)C(=O)N(C)C.O
Standard InCHI:	InChI=1S/C21H23N3O5.H2O/c1-5-13(15-10-9-11(2)29-15)22-16-17(20(27)19(16)26)23-14-8-6-7-12(18(14)25)21(28)24(3)4;/h6-10,13,22-23,25H,5H2,1-4H3;1H2/t13-;/m1./s1
Standard InCHIKey:	AFTCWZSEWTXWTL-BTQNPOSSSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4465

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	275
0.1-0.2	1899
0.2-0.3	8616
0.3-0.4	3663
0.4-0.5	8445
0.5-0.6	7328
0.6-0.7	637
0.7-0.8	27
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	0.7537	NPC112937
Intermediate Similarity	0.7363	NPC45389
Intermediate Similarity	0.7356	NPC41216
Intermediate Similarity	0.7323	NPC314659
Intermediate Similarity	0.73	NPC87391
Intermediate Similarity	0.7292	NPC471652
Intermediate Similarity	0.7273	NPC197335
Intermediate Similarity	0.7273	NPC122886
Intermediate Similarity	0.7251	NPC478075
Intermediate Similarity	0.7231	NPC73280
Intermediate Similarity	0.7179	NPC471648
Intermediate Similarity	0.7163	NPC305542
Intermediate Similarity	0.7163	NPC470482
Intermediate Similarity	0.7163	NPC470481
Intermediate Similarity	0.713	NPC30749
Intermediate Similarity	0.7116	NPC218303
Intermediate Similarity	0.7115	NPC100863
Intermediate Similarity	0.7097	NPC176113
Intermediate Similarity	0.7089	NPC198160
Intermediate Similarity	0.7089	NPC212123
Intermediate Similarity	0.7062	NPC15987
Intermediate Similarity	0.7062	NPC288759
Intermediate Similarity	0.7027	NPC251071
Intermediate Similarity	0.7015	NPC270301
Intermediate Similarity	0.7014	NPC214368
Intermediate Similarity	0.701	NPC204867
Intermediate Similarity	0.7005	NPC116178
Remote Similarity	0.6995	NPC313112
Remote Similarity	0.6995	NPC301292
Remote Similarity	0.6995	NPC473422
Remote Similarity	0.6991	NPC474366
Remote Similarity	0.6986	NPC316282
Remote Similarity	0.6977	NPC330683
Remote Similarity	0.6977	NPC329567
Remote Similarity	0.6972	NPC321166
Remote Similarity	0.6972	NPC217903
Remote Similarity	0.6959	NPC199737
Remote Similarity	0.6957	NPC314702
Remote Similarity	0.6957	NPC114039
Remote Similarity	0.6957	NPC206109
Remote Similarity	0.6954	NPC471778
Remote Similarity	0.6942	NPC474059
Remote Similarity	0.6912	NPC235194
Remote Similarity	0.6884	NPC477161
Remote Similarity	0.6872	NPC257763
Remote Similarity	0.6872	NPC265642
Remote Similarity	0.6872	NPC194740
Remote Similarity	0.6872	NPC132874
Remote Similarity	0.6872	NPC138615
Remote Similarity	0.6872	NPC218733
Remote Similarity	0.6864	NPC148391
Remote Similarity	0.6856	NPC301163
Remote Similarity	0.6847	NPC182853
Remote Similarity	0.6847	NPC327005
Remote Similarity	0.6847	NPC134702
Remote Similarity	0.684	NPC241263
Remote Similarity	0.6832	NPC474815
Remote Similarity	0.6828	NPC13249
Remote Similarity	0.6827	NPC1820
Remote Similarity	0.6816	NPC475609
Remote Similarity	0.681	NPC243626
Remote Similarity	0.681	NPC477589
Remote Similarity	0.681	NPC477587
Remote Similarity	0.681	NPC230313
Remote Similarity	0.6806	NPC195787
Remote Similarity	0.6806	NPC246140
Remote Similarity	0.6802	NPC299582
Remote Similarity	0.6798	NPC166169
Remote Similarity	0.6796	NPC150308
Remote Similarity	0.6796	NPC262725
Remote Similarity	0.6792	NPC234933
Remote Similarity	0.6789	NPC477160
Remote Similarity	0.6787	NPC2905
Remote Similarity	0.6787	NPC298449
Remote Similarity	0.678	NPC302235
Remote Similarity	0.6779	NPC283207
Remote Similarity	0.6777	NPC170333
Remote Similarity	0.6759	NPC133156
Remote Similarity	0.6756	NPC76478
Remote Similarity	0.6756	NPC329830
Remote Similarity	0.6756	NPC118189
Remote Similarity	0.6756	NPC7560
Remote Similarity	0.6754	NPC470480
Remote Similarity	0.6754	NPC144691
Remote Similarity	0.6752	NPC477586
Remote Similarity	0.6752	NPC477585
Remote Similarity	0.6752	NPC477588
Remote Similarity	0.6752	NPC477590
Remote Similarity	0.675	NPC112336
Remote Similarity	0.675	NPC474814
Remote Similarity	0.6742	NPC114468
Remote Similarity	0.6726	NPC148124
Remote Similarity	0.6711	NPC285254
Remote Similarity	0.671	NPC196718
Remote Similarity	0.6698	NPC232600
Remote Similarity	0.6698	NPC303214
Remote Similarity	0.6696	NPC314633
Remote Similarity	0.6696	NPC77777
Remote Similarity	0.6695	NPC17160
Remote Similarity	0.6695	NPC313720
Remote Similarity	0.6684	NPC43477
Remote Similarity	0.6683	NPC288305
Remote Similarity	0.6683	NPC472163
Remote Similarity	0.6682	NPC25961
Remote Similarity	0.6681	NPC99724
Remote Similarity	0.6667	NPC1464
Remote Similarity	0.6667	NPC203628
Remote Similarity	0.6667	NPC100573
Remote Similarity	0.6667	NPC207873
Remote Similarity	0.6667	NPC22476
Remote Similarity	0.6667	NPC473007
Remote Similarity	0.6667	NPC241392
Remote Similarity	0.6667	NPC219397
Remote Similarity	0.6667	NPC128683
Remote Similarity	0.6652	NPC126556
Remote Similarity	0.6651	NPC472287
Remote Similarity	0.6651	NPC472286
Remote Similarity	0.665	NPC93653
Remote Similarity	0.6638	NPC102593
Remote Similarity	0.6635	NPC473004
Remote Similarity	0.6634	NPC298320
Remote Similarity	0.6634	NPC70092
Remote Similarity	0.6632	NPC314223
Remote Similarity	0.6631	NPC181526
Remote Similarity	0.6623	NPC205372
Remote Similarity	0.6622	NPC87560
Remote Similarity	0.6622	NPC195120
Remote Similarity	0.6621	NPC222561
Remote Similarity	0.6621	NPC308943
Remote Similarity	0.662	NPC108847
Remote Similarity	0.662	NPC469732
Remote Similarity	0.6619	NPC473008
Remote Similarity	0.6619	NPC5630
Remote Similarity	0.6618	NPC315631
Remote Similarity	0.6609	NPC248903
Remote Similarity	0.6607	NPC471531
Remote Similarity	0.6606	NPC163829
Remote Similarity	0.6606	NPC87714
Remote Similarity	0.6606	NPC268077
Remote Similarity	0.6592	NPC268223
Remote Similarity	0.6582	NPC471649
Remote Similarity	0.6579	NPC478141
Remote Similarity	0.6577	NPC471532
Remote Similarity	0.6577	NPC295479
Remote Similarity	0.6577	NPC220337
Remote Similarity	0.6577	NPC220241
Remote Similarity	0.6577	NPC146418
Remote Similarity	0.6569	NPC8467
Remote Similarity	0.6569	NPC208522
Remote Similarity	0.6567	NPC471651
Remote Similarity	0.6565	NPC26928
Remote Similarity	0.6564	NPC150239
Remote Similarity	0.6562	NPC66191
Remote Similarity	0.6562	NPC316297
Remote Similarity	0.6562	NPC314817
Remote Similarity	0.6562	NPC55470
Remote Similarity	0.656	NPC207971
Remote Similarity	0.656	NPC473460
Remote Similarity	0.6553	NPC154922
Remote Similarity	0.6549	NPC303658
Remote Similarity	0.6547	NPC119722
Remote Similarity	0.6545	NPC321428
Remote Similarity	0.6543	NPC47986
Remote Similarity	0.6528	NPC317727
Remote Similarity	0.6527	NPC316224
Remote Similarity	0.6522	NPC115588
Remote Similarity	0.652	NPC470548
Remote Similarity	0.6516	NPC285192
Remote Similarity	0.6516	NPC244543
Remote Similarity	0.6515	NPC133817
Remote Similarity	0.6515	NPC476443
Remote Similarity	0.6512	NPC24228
Remote Similarity	0.6505	NPC475094
Remote Similarity	0.65	NPC158551
Remote Similarity	0.65	NPC139506
Remote Similarity	0.65	NPC189116
Remote Similarity	0.65	NPC292143
Remote Similarity	0.6495	NPC469816
Remote Similarity	0.6495	NPC469815
Remote Similarity	0.6491	NPC118154
Remote Similarity	0.6491	NPC157983
Remote Similarity	0.6489	NPC319645
Remote Similarity	0.6486	NPC475133
Remote Similarity	0.6485	NPC469451
Remote Similarity	0.6484	NPC317572
Remote Similarity	0.6483	NPC291173
Remote Similarity	0.6481	NPC71124
Remote Similarity	0.6479	NPC204970
Remote Similarity	0.6476	NPC247803
Remote Similarity	0.6473	NPC85613
Remote Similarity	0.6473	NPC283810
Remote Similarity	0.6473	NPC5167
Remote Similarity	0.6473	NPC127996
Remote Similarity	0.6471	NPC41501
Remote Similarity	0.6462	NPC174629
Remote Similarity	0.646	NPC234772
Remote Similarity	0.6457	NPC269449
Remote Similarity	0.6456	NPC6786
Remote Similarity	0.6456	NPC184680
Remote Similarity	0.6449	NPC470485

Drug Structure

NPD4465 OpenBabel08211705262D 35 36 0 0 1 0 0 0 0 0999 V2000 5.5532 -6.3649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9144 -6.7383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9483 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8120 -5.3990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9836 -4.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7247 -3.3978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9495 -4.6225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2196 -7.2889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3286 -6.8350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9267 -6.5818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4319 -2.6907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7779 -5.1402 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6566 -3.9154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4850 -5.8473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3296 -3.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3296 -3.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3978 -2.9495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3296 -2.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3296 -2.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1730 -1.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0367 -4.1742 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6225 -4.1742 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2071 -1.4659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1049 -2.2424 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0367 -1.7600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6225 -1.7600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8801 -1.0176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4727 -5.6908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7804 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0027 -3.9154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8813 -5.1402 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8461 -1.2765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9144 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6464 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 11 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 12 1 0 0 0 0 8 14 2 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 10 15 2 0 0 0 0 11 29 1 0 0 0 0 12 18 2 0 0 0 0 12 21 1 0 0 0 0 13 5 1 1 0 0 0 13 15 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 23 1 0 0 0 0 15 29 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 26 2 0 0 0 0 20 27 2 0 0 0 0 21 24 1 0 0 0 0 21 28 2 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 30 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	397.16
ALogP	-2.6864
MLogP	2.89
XLogP	3.893
HDA	6
HBD	3
Rotatable Bonds	13
TPSA	111.88
RO5 Violation	0