NPASS drugs

Drug Information

Drug ID:	NPD1602
Drug Name:	CP-230821
Molecular Formula:	C15H14N4O2S
Canonical SMILES:	SC(=Nc1ccc2c(c1)OCCO2)N/N=C/c1ccccn1
Standard InCHI:	InChI=1S/C15H14N4O2S/c22-15(19-17-10-12-3-1-2-6-16-12)18-11-4-5-13-14(9-11)21-8-7-20-13/h1-6,9-10H,7-8H2,(H2,18,19,22)/b17-10+
Standard InCHIKey:	MSVJZKZMPRMXKY-LICLKQGHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1602

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	557
0.1-0.2	10398
0.2-0.3	3571
0.3-0.4	10855
0.4-0.5	3397
0.5-0.6	1755
0.6-0.7	325
0.7-0.8	32
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	0.7717	NPC258773
Intermediate Similarity	0.7473	NPC476518
Intermediate Similarity	0.7433	NPC14651
Intermediate Similarity	0.7433	NPC121658
Intermediate Similarity	0.7409	NPC20249
Intermediate Similarity	0.7344	NPC161887
Intermediate Similarity	0.7337	NPC285635
Intermediate Similarity	0.7302	NPC111624
Intermediate Similarity	0.7273	NPC195268
Intermediate Similarity	0.7273	NPC133140
Intermediate Similarity	0.7273	NPC162530
Intermediate Similarity	0.7254	NPC219963
Intermediate Similarity	0.7236	NPC226202
Intermediate Similarity	0.722	NPC476581
Intermediate Similarity	0.722	NPC16452
Intermediate Similarity	0.722	NPC36229
Intermediate Similarity	0.7192	NPC315957
Intermediate Similarity	0.7165	NPC266551
Intermediate Similarity	0.7157	NPC74382
Intermediate Similarity	0.7157	NPC206251
Intermediate Similarity	0.7143	NPC476582
Intermediate Similarity	0.7143	NPC476578
Intermediate Similarity	0.7143	NPC4071
Intermediate Similarity	0.7129	NPC290689
Intermediate Similarity	0.7108	NPC234197
Intermediate Similarity	0.7073	NPC31930
Intermediate Similarity	0.7062	NPC316981
Intermediate Similarity	0.7035	NPC224327
Intermediate Similarity	0.7024	NPC477019
Intermediate Similarity	0.7021	NPC177404
Intermediate Similarity	0.7009	NPC473513
Intermediate Similarity	0.7	NPC134079
Remote Similarity	0.699	NPC118776
Remote Similarity	0.6981	NPC202768
Remote Similarity	0.6981	NPC53069
Remote Similarity	0.6981	NPC171409
Remote Similarity	0.6981	NPC296482
Remote Similarity	0.6981	NPC96405
Remote Similarity	0.6981	NPC112206
Remote Similarity	0.6981	NPC202605
Remote Similarity	0.6977	NPC173080
Remote Similarity	0.6952	NPC476465
Remote Similarity	0.6942	NPC121772
Remote Similarity	0.6912	NPC13880
Remote Similarity	0.6908	NPC232727
Remote Similarity	0.6905	NPC313189
Remote Similarity	0.6905	NPC135549
Remote Similarity	0.6898	NPC473822
Remote Similarity	0.6897	NPC56271
Remote Similarity	0.689	NPC285558
Remote Similarity	0.6878	NPC25899
Remote Similarity	0.6875	NPC1527
Remote Similarity	0.6866	NPC296527
Remote Similarity	0.686	NPC176538
Remote Similarity	0.6856	NPC316756
Remote Similarity	0.6842	NPC48192
Remote Similarity	0.6834	NPC284559
Remote Similarity	0.6832	NPC76748
Remote Similarity	0.6829	NPC251090
Remote Similarity	0.6814	NPC307963
Remote Similarity	0.6808	NPC123976
Remote Similarity	0.6808	NPC167860
Remote Similarity	0.6798	NPC92111
Remote Similarity	0.6791	NPC266931
Remote Similarity	0.6782	NPC110741
Remote Similarity	0.6768	NPC222592
Remote Similarity	0.6768	NPC168486
Remote Similarity	0.6761	NPC174672
Remote Similarity	0.6735	NPC312872
Remote Similarity	0.6733	NPC66083
Remote Similarity	0.6731	NPC287437
Remote Similarity	0.673	NPC47059
Remote Similarity	0.673	NPC264166
Remote Similarity	0.673	NPC165349
Remote Similarity	0.673	NPC329708
Remote Similarity	0.673	NPC274291
Remote Similarity	0.673	NPC118832
Remote Similarity	0.6715	NPC267928
Remote Similarity	0.6712	NPC213530
Remote Similarity	0.6712	NPC193267
Remote Similarity	0.6711	NPC201508
Remote Similarity	0.6702	NPC26872
Remote Similarity	0.6702	NPC36168
Remote Similarity	0.6699	NPC19872
Remote Similarity	0.6684	NPC26850
Remote Similarity	0.6682	NPC174758
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6667	NPC251160
Remote Similarity	0.6667	NPC194967
Remote Similarity	0.6652	NPC255800
Remote Similarity	0.6652	NPC96584
Remote Similarity	0.665	NPC289786
Remote Similarity	0.6636	NPC236668
Remote Similarity	0.6636	NPC82548
Remote Similarity	0.6635	NPC135887
Remote Similarity	0.6635	NPC199277
Remote Similarity	0.662	NPC470164
Remote Similarity	0.662	NPC323345
Remote Similarity	0.662	NPC208284
Remote Similarity	0.6618	NPC326634
Remote Similarity	0.6616	NPC288943
Remote Similarity	0.6613	NPC220523
Remote Similarity	0.6606	NPC235076
Remote Similarity	0.6606	NPC146976
Remote Similarity	0.6601	NPC204385
Remote Similarity	0.6594	NPC295228
Remote Similarity	0.6584	NPC84478
Remote Similarity	0.6579	NPC180504
Remote Similarity	0.6575	NPC288349
Remote Similarity	0.6575	NPC170114
Remote Similarity	0.6574	NPC188420
Remote Similarity	0.6567	NPC470474
Remote Similarity	0.6567	NPC206201
Remote Similarity	0.6558	NPC18348
Remote Similarity	0.6542	NPC472111
Remote Similarity	0.6535	NPC176127
Remote Similarity	0.6532	NPC174049
Remote Similarity	0.653	NPC470549
Remote Similarity	0.6528	NPC185782
Remote Similarity	0.6528	NPC469589
Remote Similarity	0.6526	NPC476138
Remote Similarity	0.6526	NPC245816
Remote Similarity	0.6516	NPC100079
Remote Similarity	0.6516	NPC23614
Remote Similarity	0.6514	NPC26679
Remote Similarity	0.6513	NPC471178
Remote Similarity	0.6507	NPC242209
Remote Similarity	0.6504	NPC110151
Remote Similarity	0.6502	NPC62069
Remote Similarity	0.6502	NPC310118
Remote Similarity	0.6502	NPC60621
Remote Similarity	0.65	NPC274982
Remote Similarity	0.6493	NPC187558
Remote Similarity	0.649	NPC84853
Remote Similarity	0.649	NPC79293
Remote Similarity	0.649	NPC279401
Remote Similarity	0.6488	NPC46580
Remote Similarity	0.6486	NPC46451
Remote Similarity	0.6484	NPC476287
Remote Similarity	0.6484	NPC469592
Remote Similarity	0.6484	NPC271215
Remote Similarity	0.6484	NPC149471
Remote Similarity	0.6484	NPC471080
Remote Similarity	0.6481	NPC475910
Remote Similarity	0.6481	NPC287208
Remote Similarity	0.6481	NPC308392
Remote Similarity	0.6476	NPC224928
Remote Similarity	0.6465	NPC471736
Remote Similarity	0.6462	NPC329747
Remote Similarity	0.6462	NPC329793
Remote Similarity	0.6449	NPC162484
Remote Similarity	0.6441	NPC197141
Remote Similarity	0.6429	NPC473053
Remote Similarity	0.6422	NPC11464
Remote Similarity	0.6418	NPC96890
Remote Similarity	0.6413	NPC17565
Remote Similarity	0.641	NPC59779
Remote Similarity	0.641	NPC124542
Remote Similarity	0.641	NPC471177
Remote Similarity	0.641	NPC99891
Remote Similarity	0.6404	NPC314954
Remote Similarity	0.64	NPC210434
Remote Similarity	0.64	NPC118121
Remote Similarity	0.64	NPC122463
Remote Similarity	0.64	NPC280272
Remote Similarity	0.6391	NPC469554
Remote Similarity	0.6387	NPC270515
Remote Similarity	0.6381	NPC131017
Remote Similarity	0.6378	NPC263439
Remote Similarity	0.6376	NPC469792
Remote Similarity	0.6372	NPC122436
Remote Similarity	0.6368	NPC204446
Remote Similarity	0.6368	NPC469594
Remote Similarity	0.6368	NPC72211
Remote Similarity	0.6364	NPC264176
Remote Similarity	0.6364	NPC472098
Remote Similarity	0.6359	NPC324203
Remote Similarity	0.6359	NPC193238
Remote Similarity	0.6359	NPC322976
Remote Similarity	0.6359	NPC63338
Remote Similarity	0.6351	NPC470799
Remote Similarity	0.6351	NPC8022
Remote Similarity	0.6351	NPC152768
Remote Similarity	0.6351	NPC148183
Remote Similarity	0.6344	NPC318935
Remote Similarity	0.634	NPC119134
Remote Similarity	0.6333	NPC106937
Remote Similarity	0.6327	NPC79911
Remote Similarity	0.632	NPC101543
Remote Similarity	0.6316	NPC469390
Remote Similarity	0.6311	NPC314002
Remote Similarity	0.6311	NPC472099
Remote Similarity	0.6305	NPC472168
Remote Similarity	0.63	NPC65277
Remote Similarity	0.6294	NPC118511
Remote Similarity	0.6293	NPC220765
Remote Similarity	0.6293	NPC172222
Remote Similarity	0.6292	NPC151489
Remote Similarity	0.6287	NPC224764
Remote Similarity	0.6282	NPC472061

Drug Structure

NPD1602 OpenBabel08211701082D 24 26 0 0 0 0 0 0 0 0999 V2000 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 -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 3.4641 2.0000 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 -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 1.7321 -0.0000 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 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 -0.0000 -1.0000 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 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 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 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 12 2 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 16 2 0 0 0 0 7 8 1 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 17 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 3 0 0 0 15 19 1 0 0 0 0 15 22 1 0 0 0 0 17 19 1 0 0 0 0 19 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002424
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	314.08
ALogP	0.2336
MLogP	2.34
XLogP	4.129
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	106.9
RO5 Violation	0