NPASS drugs

Drug Information

Drug ID:	NPD4932
Drug Name:
Molecular Formula:	C22H22ClN5O2
Canonical SMILES:	CCN=C(C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)ccc(c2)OC)O
Standard InCHI:	InChI=1S/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/t18-/m0/s1
Standard InCHIKey:	AAAQFGUYHFJNHI-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4932

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	492
0.1-0.2	3305
0.2-0.3	9600
0.3-0.4	9957
0.4-0.5	5265
0.5-0.6	1911
0.6-0.7	355
0.7-0.8	5
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	0.7476	NPC471593
Intermediate Similarity	0.721	NPC315822
Intermediate Similarity	0.7162	NPC472111
Intermediate Similarity	0.7098	NPC476465
Intermediate Similarity	0.7004	NPC242923
Remote Similarity	0.6964	NPC56271
Remote Similarity	0.6941	NPC280638
Remote Similarity	0.694	NPC308906
Remote Similarity	0.692	NPC223427
Remote Similarity	0.6901	NPC144114
Remote Similarity	0.6901	NPC477891
Remote Similarity	0.6883	NPC62995
Remote Similarity	0.6872	NPC471614
Remote Similarity	0.6869	NPC176127
Remote Similarity	0.6818	NPC307963
Remote Similarity	0.6797	NPC478074
Remote Similarity	0.6787	NPC472066
Remote Similarity	0.6787	NPC472031
Remote Similarity	0.6787	NPC472067
Remote Similarity	0.6786	NPC329793
Remote Similarity	0.6784	NPC475841
Remote Similarity	0.6784	NPC474145
Remote Similarity	0.678	NPC26850
Remote Similarity	0.6777	NPC208060
Remote Similarity	0.677	NPC475774
Remote Similarity	0.6769	NPC469589
Remote Similarity	0.6753	NPC472098
Remote Similarity	0.6751	NPC130570
Remote Similarity	0.6745	NPC312872
Remote Similarity	0.673	NPC476686
Remote Similarity	0.673	NPC476688
Remote Similarity	0.673	NPC105758
Remote Similarity	0.6727	NPC92111
Remote Similarity	0.6722	NPC160666
Remote Similarity	0.6716	NPC26872
Remote Similarity	0.6714	NPC278874
Remote Similarity	0.6712	NPC230805
Remote Similarity	0.6709	NPC280272
Remote Similarity	0.6697	NPC204385
Remote Similarity	0.6694	NPC228206
Remote Similarity	0.6683	NPC177404
Remote Similarity	0.6682	NPC251090
Remote Similarity	0.6682	NPC76748
Remote Similarity	0.6681	NPC193777
Remote Similarity	0.6667	NPC274291
Remote Similarity	0.6667	NPC157931
Remote Similarity	0.6667	NPC264166
Remote Similarity	0.6667	NPC66083
Remote Similarity	0.6667	NPC47059
Remote Similarity	0.6667	NPC471304
Remote Similarity	0.6667	NPC329708
Remote Similarity	0.6667	NPC118832
Remote Similarity	0.6667	NPC165349
Remote Similarity	0.6667	NPC187145
Remote Similarity	0.6652	NPC199277
Remote Similarity	0.6652	NPC266931
Remote Similarity	0.6652	NPC82548
Remote Similarity	0.6652	NPC135887
Remote Similarity	0.6651	NPC85482
Remote Similarity	0.6637	NPC249040
Remote Similarity	0.6637	NPC176538
Remote Similarity	0.6637	NPC131017
Remote Similarity	0.6636	NPC296527
Remote Similarity	0.6609	NPC53344
Remote Similarity	0.659	NPC206201
Remote Similarity	0.6581	NPC471080
Remote Similarity	0.6581	NPC469592
Remote Similarity	0.658	NPC475910
Remote Similarity	0.6578	NPC243834
Remote Similarity	0.6578	NPC70956
Remote Similarity	0.6574	NPC472068
Remote Similarity	0.6564	NPC329747
Remote Similarity	0.6559	NPC30540
Remote Similarity	0.6556	NPC2497
Remote Similarity	0.6556	NPC132631
Remote Similarity	0.6556	NPC103687
Remote Similarity	0.6555	NPC472099
Remote Similarity	0.655	NPC162484
Remote Similarity	0.654	NPC96321
Remote Similarity	0.653	NPC84478
Remote Similarity	0.6528	NPC283152
Remote Similarity	0.6524	NPC224632
Remote Similarity	0.6513	NPC136924
Remote Similarity	0.6507	NPC295898
Remote Similarity	0.6504	NPC267928
Remote Similarity	0.65	NPC46970
Remote Similarity	0.6493	NPC118511
Remote Similarity	0.6491	NPC315957
Remote Similarity	0.6485	NPC132642
Remote Similarity	0.6481	NPC476116
Remote Similarity	0.648	NPC39092
Remote Similarity	0.6473	NPC99666
Remote Similarity	0.6471	NPC469594
Remote Similarity	0.6468	NPC48353
Remote Similarity	0.6468	NPC94157
Remote Similarity	0.6461	NPC257851
Remote Similarity	0.6454	NPC477795
Remote Similarity	0.6454	NPC477796
Remote Similarity	0.6454	NPC477805
Remote Similarity	0.6454	NPC477806
Remote Similarity	0.645	NPC475070
Remote Similarity	0.6449	NPC300114
Remote Similarity	0.6449	NPC477888
Remote Similarity	0.6447	NPC128823
Remote Similarity	0.6447	NPC18487
Remote Similarity	0.6441	NPC151781
Remote Similarity	0.6441	NPC74562
Remote Similarity	0.6441	NPC316181
Remote Similarity	0.6438	NPC470931
Remote Similarity	0.6426	NPC208284
Remote Similarity	0.6425	NPC42591
Remote Similarity	0.6423	NPC475720
Remote Similarity	0.6423	NPC474192
Remote Similarity	0.6422	NPC88363
Remote Similarity	0.6414	NPC295452
Remote Similarity	0.6414	NPC171393
Remote Similarity	0.6413	NPC242928
Remote Similarity	0.6411	NPC295228
Remote Similarity	0.6402	NPC303658
Remote Similarity	0.6398	NPC264176
Remote Similarity	0.6398	NPC471603
Remote Similarity	0.6398	NPC316981
Remote Similarity	0.6396	NPC171171
Remote Similarity	0.6393	NPC473185
Remote Similarity	0.6388	NPC472193
Remote Similarity	0.6379	NPC35761
Remote Similarity	0.6375	NPC213530
Remote Similarity	0.6375	NPC193267
Remote Similarity	0.6372	NPC164664
Remote Similarity	0.6372	NPC279401
Remote Similarity	0.6372	NPC79293
Remote Similarity	0.6368	NPC287208
Remote Similarity	0.6368	NPC315498
Remote Similarity	0.6368	NPC230942
Remote Similarity	0.6367	NPC237978
Remote Similarity	0.6367	NPC471762
Remote Similarity	0.6364	NPC291535
Remote Similarity	0.6364	NPC475112
Remote Similarity	0.6364	NPC474798
Remote Similarity	0.6364	NPC475085
Remote Similarity	0.636	NPC12100
Remote Similarity	0.6351	NPC314002
Remote Similarity	0.6348	NPC19872
Remote Similarity	0.6344	NPC198401
Remote Similarity	0.634	NPC174672
Remote Similarity	0.634	NPC174758
Remote Similarity	0.634	NPC201697
Remote Similarity	0.6339	NPC128751
Remote Similarity	0.6339	NPC246700
Remote Similarity	0.6339	NPC472289
Remote Similarity	0.6336	NPC476138
Remote Similarity	0.6336	NPC245816
Remote Similarity	0.6333	NPC467439
Remote Similarity	0.6332	NPC72211
Remote Similarity	0.6331	NPC323198
Remote Similarity	0.633	NPC288943
Remote Similarity	0.6329	NPC112206
Remote Similarity	0.6329	NPC202605
Remote Similarity	0.6329	NPC26679
Remote Similarity	0.6322	NPC310118
Remote Similarity	0.632	NPC232727
Remote Similarity	0.6318	NPC8022
Remote Similarity	0.6318	NPC470799
Remote Similarity	0.6318	NPC469928
Remote Similarity	0.6318	NPC168486
Remote Similarity	0.6318	NPC222592
Remote Similarity	0.6316	NPC194967
Remote Similarity	0.6314	NPC11464
Remote Similarity	0.6314	NPC5145
Remote Similarity	0.6311	NPC106833
Remote Similarity	0.6311	NPC469497
Remote Similarity	0.6309	NPC285558
Remote Similarity	0.6309	NPC476581
Remote Similarity	0.6309	NPC36229
Remote Similarity	0.6309	NPC16452
Remote Similarity	0.6306	NPC62069
Remote Similarity	0.6306	NPC204717
Remote Similarity	0.6304	NPC476582
Remote Similarity	0.6304	NPC4071
Remote Similarity	0.6304	NPC476578
Remote Similarity	0.6293	NPC211813
Remote Similarity	0.6288	NPC153042
Remote Similarity	0.6288	NPC77555
Remote Similarity	0.6282	NPC476106
Remote Similarity	0.6282	NPC45190
Remote Similarity	0.6282	NPC300156
Remote Similarity	0.6277	NPC234197
Remote Similarity	0.6277	NPC477019
Remote Similarity	0.6277	NPC11017
Remote Similarity	0.6271	NPC185782
Remote Similarity	0.627	NPC475816
Remote Similarity	0.6261	NPC53069
Remote Similarity	0.6261	NPC296482
Remote Similarity	0.6261	NPC220765
Remote Similarity	0.6261	NPC202768
Remote Similarity	0.626	NPC470126
Remote Similarity	0.6256	NPC114335
Remote Similarity	0.6256	NPC134586
Remote Similarity	0.6256	NPC141915
Remote Similarity	0.6256	NPC133140

Drug Structure

NPD4932 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 2.5632 4.2754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4620 -2.5460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8236 -3.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0632 3.4094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4187 1.4226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9292 -0.2325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3743 1.7174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8848 0.0623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0915 -2.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2255 -2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9576 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0632 1.6773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4769 -1.5461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1962 0.4477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1073 1.0372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9576 -2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0915 -0.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5632 0.8113 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2255 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5632 2.5433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2406 0.1530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9999 -0.0150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0629 1.3320 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5632 2.5433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5604 0.8860 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3232 -0.9463 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 1.2946 -0.9705 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0632 3.4094 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8236 -2.8359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5632 4.2754 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 30 1 0 0 0 0 4 24 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 13 26 2 0 0 0 0 13 28 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 30 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 12 1 6 0 0 0 18 22 1 0 0 0 0 18 25 1 0 0 0 0 19 28 1 0 0 0 0 20 24 2 3 0 0 0 20 29 1 0 0 0 0 21 25 2 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 26 27 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003593
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46943432
ChEBI
CAS Number

Drug Properties

Molecular Weight	423.15
ALogP	0.5706
MLogP	3
XLogP	4.641
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	84.37
RO5 Violation	0