NPASS drugs

Drug Information

Drug ID:	NPD4859
Drug Name:	NK-314
Molecular Formula:	C22H17NO4
Canonical SMILES:	COC1=CC=c2c(C1=O)c1CCC[n+]1c1c2ccc2c1cc1c(c2)OCO1
Standard InCHI:	InChI=1S/C22H17NO4/c1-25-17-7-6-13-14-5-4-12-9-18-19(27-11-26-18)10-15(12)21(14)23-8-2-3-16(23)20(13)22(17)24/h4-7,9-10H,2-3,8,11H2,1H3/p+1
Standard InCHIKey:	PPIAOPULFFWFNC-UHFFFAOYSA-O
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4859

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	290
0.1-0.2	1472
0.2-0.3	4609
0.3-0.4	7866
0.4-0.5	5729
0.5-0.6	9416
0.6-0.7	1268
0.7-0.8	224
0.8-0.85	16
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	0.841	NPC193906
Intermediate Similarity	0.841	NPC23080
Intermediate Similarity	0.8298	NPC287588
Intermediate Similarity	0.827	NPC471604
Intermediate Similarity	0.8191	NPC4669
Intermediate Similarity	0.8168	NPC179704
Intermediate Similarity	0.81	NPC295676
Intermediate Similarity	0.8069	NPC475147
Intermediate Similarity	0.8068	NPC55470
Intermediate Similarity	0.804	NPC71124
Intermediate Similarity	0.802	NPC302001
Intermediate Similarity	0.801	NPC283810
Intermediate Similarity	0.801	NPC5167
Intermediate Similarity	0.801	NPC85613
Intermediate Similarity	0.8	NPC212163
Intermediate Similarity	0.8	NPC5374
Intermediate Similarity	0.798	NPC156728
Intermediate Similarity	0.798	NPC244606
Intermediate Similarity	0.7938	NPC249405
Intermediate Similarity	0.7931	NPC207971
Intermediate Similarity	0.7929	NPC254957
Intermediate Similarity	0.7913	NPC475133
Intermediate Similarity	0.7892	NPC268077
Intermediate Similarity	0.7872	NPC306669
Intermediate Similarity	0.7868	NPC474904
Intermediate Similarity	0.7868	NPC312531
Intermediate Similarity	0.785	NPC162653
Intermediate Similarity	0.7835	NPC149285
Intermediate Similarity	0.7819	NPC476569
Intermediate Similarity	0.7816	NPC222561
Intermediate Similarity	0.7799	NPC119722
Intermediate Similarity	0.7772	NPC17677
Intermediate Similarity	0.7766	NPC24954
Intermediate Similarity	0.7729	NPC308943
Intermediate Similarity	0.766	NPC106786
Intermediate Similarity	0.7653	NPC126556
Intermediate Similarity	0.765	NPC22476
Intermediate Similarity	0.7644	NPC304659
Intermediate Similarity	0.7644	NPC86144
Intermediate Similarity	0.7632	NPC59567
Intermediate Similarity	0.7629	NPC285941
Intermediate Similarity	0.7602	NPC121400
Intermediate Similarity	0.7573	NPC471489
Intermediate Similarity	0.7565	NPC86469
Intermediate Similarity	0.7559	NPC298449
Intermediate Similarity	0.7553	NPC57512
Intermediate Similarity	0.7539	NPC189470
Intermediate Similarity	0.7536	NPC269449
Intermediate Similarity	0.7526	NPC6152
Intermediate Similarity	0.7524	NPC207873
Intermediate Similarity	0.7524	NPC100573
Intermediate Similarity	0.7513	NPC190461
Intermediate Similarity	0.75	NPC308267
Intermediate Similarity	0.7473	NPC223125
Intermediate Similarity	0.7435	NPC306902
Intermediate Similarity	0.7435	NPC477559
Intermediate Similarity	0.7435	NPC266753
Intermediate Similarity	0.7435	NPC232924
Intermediate Similarity	0.7435	NPC160298
Intermediate Similarity	0.7426	NPC166979
Intermediate Similarity	0.7423	NPC210918
Intermediate Similarity	0.7415	NPC125924
Intermediate Similarity	0.7407	NPC76079
Intermediate Similarity	0.7398	NPC303581
Intermediate Similarity	0.7398	NPC67978
Intermediate Similarity	0.7394	NPC476580
Intermediate Similarity	0.7394	NPC223124
Intermediate Similarity	0.7387	NPC27887
Intermediate Similarity	0.7385	NPC241055
Intermediate Similarity	0.7382	NPC477080
Intermediate Similarity	0.7371	NPC24264
Intermediate Similarity	0.7371	NPC476432
Intermediate Similarity	0.7366	NPC469816
Intermediate Similarity	0.7366	NPC469815
Intermediate Similarity	0.7363	NPC83511
Intermediate Similarity	0.7363	NPC116007
Intermediate Similarity	0.7363	NPC276674
Intermediate Similarity	0.7363	NPC33902
Intermediate Similarity	0.7358	NPC90185
Intermediate Similarity	0.735	NPC32413
Intermediate Similarity	0.735	NPC474506
Intermediate Similarity	0.7347	NPC152212
Intermediate Similarity	0.734	NPC5630
Intermediate Similarity	0.734	NPC476579
Intermediate Similarity	0.7337	NPC472163
Intermediate Similarity	0.7337	NPC23219
Intermediate Similarity	0.7336	NPC82541
Intermediate Similarity	0.7333	NPC247389
Intermediate Similarity	0.7327	NPC195636
Intermediate Similarity	0.7324	NPC46990
Intermediate Similarity	0.732	NPC225774
Intermediate Similarity	0.732	NPC167546
Intermediate Similarity	0.732	NPC302527
Intermediate Similarity	0.732	NPC16805
Intermediate Similarity	0.7316	NPC93593
Intermediate Similarity	0.7302	NPC210148
Intermediate Similarity	0.7302	NPC233029
Intermediate Similarity	0.73	NPC470879
Intermediate Similarity	0.73	NPC267408
Intermediate Similarity	0.73	NPC258695
Intermediate Similarity	0.7299	NPC87714
Intermediate Similarity	0.7291	NPC320088
Intermediate Similarity	0.7291	NPC477259
Intermediate Similarity	0.7291	NPC169387
Intermediate Similarity	0.729	NPC25961
Intermediate Similarity	0.7286	NPC112575
Intermediate Similarity	0.7282	NPC219341
Intermediate Similarity	0.7277	NPC170503
Intermediate Similarity	0.7277	NPC126519
Intermediate Similarity	0.7277	NPC203784
Intermediate Similarity	0.7277	NPC135772
Intermediate Similarity	0.7273	NPC475959
Intermediate Similarity	0.7269	NPC154922
Intermediate Similarity	0.7268	NPC226708
Intermediate Similarity	0.7264	NPC155442
Intermediate Similarity	0.7264	NPC476574
Intermediate Similarity	0.7264	NPC477561
Intermediate Similarity	0.7264	NPC312918
Intermediate Similarity	0.726	NPC100863
Intermediate Similarity	0.7259	NPC474708
Intermediate Similarity	0.7245	NPC298979
Intermediate Similarity	0.7241	NPC214629
Intermediate Similarity	0.7236	NPC477558
Intermediate Similarity	0.7231	NPC168409
Intermediate Similarity	0.7228	NPC275132
Intermediate Similarity	0.7227	NPC476069
Intermediate Similarity	0.7222	NPC159815
Intermediate Similarity	0.722	NPC203628
Intermediate Similarity	0.7208	NPC475845
Intermediate Similarity	0.7195	NPC128476
Intermediate Similarity	0.7195	NPC46259
Intermediate Similarity	0.7189	NPC271215
Intermediate Similarity	0.7189	NPC149471
Intermediate Similarity	0.7188	NPC234392
Intermediate Similarity	0.7188	NPC31311
Intermediate Similarity	0.7184	NPC63152
Intermediate Similarity	0.7184	NPC79213
Intermediate Similarity	0.7182	NPC222046
Intermediate Similarity	0.7178	NPC298339
Intermediate Similarity	0.7175	NPC115588
Intermediate Similarity	0.7171	NPC474059
Intermediate Similarity	0.7163	NPC303214
Intermediate Similarity	0.7158	NPC8337
Intermediate Similarity	0.7158	NPC85747
Intermediate Similarity	0.7157	NPC21425
Intermediate Similarity	0.7157	NPC57812
Intermediate Similarity	0.7157	NPC474324
Intermediate Similarity	0.7156	NPC232600
Intermediate Similarity	0.715	NPC78284
Intermediate Similarity	0.7149	NPC253675
Intermediate Similarity	0.7143	NPC39103
Intermediate Similarity	0.7143	NPC2770
Intermediate Similarity	0.7143	NPC231198
Intermediate Similarity	0.7143	NPC102760
Intermediate Similarity	0.7143	NPC219162
Intermediate Similarity	0.7136	NPC38961
Intermediate Similarity	0.7136	NPC149090
Intermediate Similarity	0.7136	NPC19520
Intermediate Similarity	0.7135	NPC216459
Intermediate Similarity	0.7135	NPC78733
Intermediate Similarity	0.7135	NPC41178
Intermediate Similarity	0.7135	NPC138487
Intermediate Similarity	0.713	NPC188420
Intermediate Similarity	0.7122	NPC230098
Intermediate Similarity	0.7122	NPC57036
Intermediate Similarity	0.7112	NPC113455
Intermediate Similarity	0.7109	NPC127178
Intermediate Similarity	0.7104	NPC46451
Intermediate Similarity	0.7101	NPC196231
Intermediate Similarity	0.7098	NPC19175
Intermediate Similarity	0.7098	NPC231924
Intermediate Similarity	0.7098	NPC146288
Intermediate Similarity	0.7095	NPC73020
Intermediate Similarity	0.7095	NPC124302
Intermediate Similarity	0.7095	NPC14622
Intermediate Similarity	0.7095	NPC70290
Intermediate Similarity	0.7095	NPC46744
Intermediate Similarity	0.7095	NPC215098
Intermediate Similarity	0.709	NPC130941
Intermediate Similarity	0.7087	NPC186546
Intermediate Similarity	0.7087	NPC476576
Intermediate Similarity	0.7081	NPC33256
Intermediate Similarity	0.7081	NPC477258
Intermediate Similarity	0.7079	NPC320223
Intermediate Similarity	0.7079	NPC148693
Intermediate Similarity	0.7079	NPC114364
Intermediate Similarity	0.7079	NPC118633
Intermediate Similarity	0.7079	NPC294790
Intermediate Similarity	0.7077	NPC475780
Intermediate Similarity	0.7068	NPC326316
Intermediate Similarity	0.7068	NPC81733
Intermediate Similarity	0.7065	NPC199465
Intermediate Similarity	0.7065	NPC128560
Intermediate Similarity	0.7065	NPC229166
Intermediate Similarity	0.7064	NPC10732
Intermediate Similarity	0.7064	NPC470482
Intermediate Similarity	0.7064	NPC127996
Intermediate Similarity	0.7064	NPC470481
Intermediate Similarity	0.7062	NPC207239
Intermediate Similarity	0.7062	NPC93653

Drug Structure

NPD4859 OpenBabel08211706322D 27 32 0 0 0 0 0 0 0 0999 V2000 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -2.5981 -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 0.7431 0.6691 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -2.0000 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 -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 0.8660 -1.5000 0.0000 C 0 0 0 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 -3.4641 0.0000 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 2.5981 -1.5000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 16 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 13 2 0 0 0 0 7 17 2 0 0 0 0 8 23 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 26 1 0 0 0 0 11 27 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 21 2 0 0 0 0 15 21 1 0 0 0 0 16 20 2 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 2 0 0 0 0 M CHG 1 23 1 M END $$$$

External Identifiers

TTD	DIB011444
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	360.12
ALogP	-1.9644
MLogP	3.33
XLogP	2.674
HDA	2
HBD	1
Rotatable Bonds	2
TPSA	49.2
RO5 Violation	0