NPASS drugs

Drug Information

Drug ID:	NPD5488
Drug Name:	NC-190
Molecular Formula:	C23H22N4O5
Canonical SMILES:	COc1cc2nc3c(nc2cc1C(=O)O)c(C(=NCCN(C)C)O)c(c1c3cccc1)[O-]
Standard InCHI:	InChI=1S/C23H22N4O5/c1-27(2)9-8-24-22(29)18-20-19(12-6-4-5-7-13(12)21(18)28)25-16-11-17(32-3)14(23(30)31)10-15(16)26-20/h4-7,10-11,28H,8-9H2,1-3H3,(H,24,29)(H,30,31)/p-1
Standard InCHIKey:	CWXOTYALTFTBAO-UHFFFAOYSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5488

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	358
0.1-0.2	1811
0.2-0.3	7801
0.3-0.4	5010
0.4-0.5	9795
0.5-0.6	4704
0.6-0.7	1161
0.7-0.8	249
0.8-0.85	1
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	0.8026	NPC174760
Intermediate Similarity	0.7932	NPC6786
Intermediate Similarity	0.792	NPC227824
Intermediate Similarity	0.7895	NPC169402
Intermediate Similarity	0.7893	NPC218388
Intermediate Similarity	0.7892	NPC315545
Intermediate Similarity	0.7892	NPC314297
Intermediate Similarity	0.7848	NPC314855
Intermediate Similarity	0.7848	NPC313796
Intermediate Similarity	0.7848	NPC313345
Intermediate Similarity	0.7848	NPC315638
Intermediate Similarity	0.7835	NPC280799
Intermediate Similarity	0.7807	NPC116238
Intermediate Similarity	0.7803	NPC314648
Intermediate Similarity	0.7791	NPC89549
Intermediate Similarity	0.7788	NPC314834
Intermediate Similarity	0.7778	NPC470018
Intermediate Similarity	0.7773	NPC3207
Intermediate Similarity	0.7716	NPC150239
Intermediate Similarity	0.7714	NPC270515
Intermediate Similarity	0.7713	NPC279589
Intermediate Similarity	0.7709	NPC470020
Intermediate Similarity	0.7706	NPC46561
Intermediate Similarity	0.7702	NPC478080
Intermediate Similarity	0.7698	NPC132385
Intermediate Similarity	0.7683	NPC45048
Intermediate Similarity	0.7675	NPC87413
Intermediate Similarity	0.7675	NPC220337
Intermediate Similarity	0.7671	NPC478083
Intermediate Similarity	0.7664	NPC208522
Intermediate Similarity	0.7629	NPC247803
Intermediate Similarity	0.7619	NPC152768
Intermediate Similarity	0.7619	NPC148183
Intermediate Similarity	0.7617	NPC322482
Intermediate Similarity	0.7615	NPC132329
Intermediate Similarity	0.7611	NPC300156
Intermediate Similarity	0.7609	NPC250448
Intermediate Similarity	0.7595	NPC74575
Intermediate Similarity	0.7593	NPC473187
Intermediate Similarity	0.7593	NPC470017
Intermediate Similarity	0.7592	NPC160898
Intermediate Similarity	0.7565	NPC472098
Intermediate Similarity	0.7564	NPC472099
Intermediate Similarity	0.7553	NPC227908
Intermediate Similarity	0.7545	NPC114335
Intermediate Similarity	0.7545	NPC280964
Intermediate Similarity	0.7545	NPC141915
Intermediate Similarity	0.7542	NPC49547
Intermediate Similarity	0.7541	NPC477066
Intermediate Similarity	0.7529	NPC315634
Intermediate Similarity	0.7529	NPC100734
Intermediate Similarity	0.7529	NPC88923
Intermediate Similarity	0.7522	NPC9894
Intermediate Similarity	0.751	NPC72905
Intermediate Similarity	0.751	NPC478081
Intermediate Similarity	0.751	NPC473540
Intermediate Similarity	0.75	NPC193238
Intermediate Similarity	0.75	NPC4687
Intermediate Similarity	0.749	NPC274640
Intermediate Similarity	0.7489	NPC308137
Intermediate Similarity	0.7489	NPC128115
Intermediate Similarity	0.7489	NPC310211
Intermediate Similarity	0.7489	NPC86078
Intermediate Similarity	0.748	NPC291609
Intermediate Similarity	0.747	NPC284685
Intermediate Similarity	0.7467	NPC39679
Intermediate Similarity	0.746	NPC17437
Intermediate Similarity	0.7458	NPC198503
Intermediate Similarity	0.7458	NPC60621
Intermediate Similarity	0.744	NPC137353
Intermediate Similarity	0.7439	NPC478082
Intermediate Similarity	0.7439	NPC124300
Intermediate Similarity	0.7439	NPC477067
Intermediate Similarity	0.7426	NPC210434
Intermediate Similarity	0.7424	NPC193777
Intermediate Similarity	0.7422	NPC280714
Intermediate Similarity	0.7418	NPC470022
Intermediate Similarity	0.7411	NPC474188
Intermediate Similarity	0.7409	NPC142385
Intermediate Similarity	0.7409	NPC15406
Intermediate Similarity	0.7404	NPC96321
Intermediate Similarity	0.7386	NPC24019
Intermediate Similarity	0.738	NPC45190
Intermediate Similarity	0.7373	NPC191489
Intermediate Similarity	0.7371	NPC23294
Intermediate Similarity	0.7366	NPC329631
Intermediate Similarity	0.7364	NPC473449
Intermediate Similarity	0.736	NPC91868
Intermediate Similarity	0.736	NPC63971
Intermediate Similarity	0.7353	NPC144452
Intermediate Similarity	0.735	NPC16066
Intermediate Similarity	0.7349	NPC310618
Intermediate Similarity	0.7342	NPC469439
Intermediate Similarity	0.7339	NPC264176
Intermediate Similarity	0.7336	NPC90875
Intermediate Similarity	0.7331	NPC184408
Intermediate Similarity	0.7328	NPC210296
Intermediate Similarity	0.7328	NPC303951
Intermediate Similarity	0.7328	NPC475844
Intermediate Similarity	0.7325	NPC233334
Intermediate Similarity	0.7325	NPC474192
Intermediate Similarity	0.7325	NPC475720
Intermediate Similarity	0.7322	NPC51388
Intermediate Similarity	0.7317	NPC166722
Intermediate Similarity	0.7316	NPC470931
Intermediate Similarity	0.7312	NPC329982
Intermediate Similarity	0.7302	NPC183537
Intermediate Similarity	0.7295	NPC22481
Intermediate Similarity	0.7292	NPC21638
Intermediate Similarity	0.7292	NPC97746
Intermediate Similarity	0.7287	NPC41501
Intermediate Similarity	0.7284	NPC474688
Intermediate Similarity	0.728	NPC475666
Intermediate Similarity	0.728	NPC469734
Intermediate Similarity	0.7276	NPC472061
Intermediate Similarity	0.7273	NPC249583
Intermediate Similarity	0.7273	NPC252251
Intermediate Similarity	0.7273	NPC53344
Intermediate Similarity	0.7269	NPC188400
Intermediate Similarity	0.7265	NPC39370
Intermediate Similarity	0.7265	NPC48353
Intermediate Similarity	0.7261	NPC137929
Intermediate Similarity	0.7261	NPC164374
Intermediate Similarity	0.7261	NPC200888
Intermediate Similarity	0.726	NPC243058
Intermediate Similarity	0.7257	NPC473041
Intermediate Similarity	0.7254	NPC473186
Intermediate Similarity	0.7251	NPC107836
Intermediate Similarity	0.7246	NPC469928
Intermediate Similarity	0.7243	NPC278525
Intermediate Similarity	0.7241	NPC86834
Intermediate Similarity	0.7241	NPC210828
Intermediate Similarity	0.724	NPC81939
Intermediate Similarity	0.724	NPC90415
Intermediate Similarity	0.7236	NPC108342
Intermediate Similarity	0.7234	NPC478074
Intermediate Similarity	0.7233	NPC67401
Intermediate Similarity	0.7233	NPC77878
Intermediate Similarity	0.7231	NPC478078
Intermediate Similarity	0.7231	NPC157931
Intermediate Similarity	0.7229	NPC304183
Intermediate Similarity	0.7227	NPC203635
Intermediate Similarity	0.7222	NPC208284
Intermediate Similarity	0.722	NPC179287
Intermediate Similarity	0.7218	NPC475816
Intermediate Similarity	0.7217	NPC223427
Intermediate Similarity	0.7216	NPC478045
Intermediate Similarity	0.7213	NPC477531
Intermediate Similarity	0.7213	NPC474701
Intermediate Similarity	0.7211	NPC178858
Intermediate Similarity	0.721	NPC174672
Intermediate Similarity	0.7208	NPC118121
Intermediate Similarity	0.7208	NPC195788
Intermediate Similarity	0.7208	NPC237901
Intermediate Similarity	0.7206	NPC182907
Intermediate Similarity	0.7206	NPC189903
Intermediate Similarity	0.7205	NPC189079
Intermediate Similarity	0.7202	NPC311906
Intermediate Similarity	0.7198	NPC321428
Intermediate Similarity	0.7189	NPC84347
Intermediate Similarity	0.7185	NPC23614
Intermediate Similarity	0.7185	NPC100079
Intermediate Similarity	0.7179	NPC471304
Intermediate Similarity	0.7179	NPC269367
Intermediate Similarity	0.7178	NPC94842
Intermediate Similarity	0.7177	NPC101350
Intermediate Similarity	0.7176	NPC244543
Intermediate Similarity	0.7175	NPC183805
Intermediate Similarity	0.7172	NPC209174
Intermediate Similarity	0.7171	NPC124313
Intermediate Similarity	0.7167	NPC82548
Intermediate Similarity	0.7165	NPC133609
Intermediate Similarity	0.7165	NPC473188
Intermediate Similarity	0.7165	NPC302807
Intermediate Similarity	0.7162	NPC315957
Intermediate Similarity	0.7162	NPC194040
Intermediate Similarity	0.7161	NPC316181
Intermediate Similarity	0.7161	NPC31700
Intermediate Similarity	0.7161	NPC74562
Intermediate Similarity	0.7161	NPC39500
Intermediate Similarity	0.7161	NPC151781
Intermediate Similarity	0.716	NPC84164
Intermediate Similarity	0.716	NPC207283
Intermediate Similarity	0.7155	NPC298436
Intermediate Similarity	0.7155	NPC472111
Intermediate Similarity	0.7148	NPC473639
Intermediate Similarity	0.7143	NPC317572
Intermediate Similarity	0.7143	NPC215837
Intermediate Similarity	0.7143	NPC217176
Intermediate Similarity	0.7137	NPC201697
Intermediate Similarity	0.7137	NPC235685
Intermediate Similarity	0.7131	NPC118228
Intermediate Similarity	0.7131	NPC471762
Intermediate Similarity	0.7131	NPC235076
Intermediate Similarity	0.7131	NPC194740
Intermediate Similarity	0.713	NPC470586
Intermediate Similarity	0.7126	NPC263937
Intermediate Similarity	0.7126	NPC94428
Intermediate Similarity	0.7125	NPC225279
Intermediate Similarity	0.7123	NPC256268

Drug Structure

NPD5488 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 -2.5981 4.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -3.4641 3.0000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 2.5981 -0.5000 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 0.8660 -1.5000 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 -0.8660 -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 -2.5981 -0.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 5 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 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 8 9 1 0 0 0 0 8 24 1 0 0 0 0 9 27 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 25 1 0 0 0 0 17 32 1 0 0 0 0 18 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 20 26 2 0 0 0 0 21 28 1 0 0 0 0 22 24 2 3 0 0 0 22 29 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 29 33 1 0 0 0 0 31 34 1 0 0 0 0 M CHG 1 28 -1 M END $$$$

External Identifiers

TTD	DIB001826
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.15
ALogP	-1.1505
MLogP	3
XLogP	3.173
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	131.2
RO5 Violation	0