NPASS drugs

Drug Information

Drug ID:	NPD4344
Drug Name:
Molecular Formula:	C21H19Cl2N5O2
Canonical SMILES:	OCCn1ncc(c1)/C=C/c1[nH]nc2c1cc(cc2)O[C@@H](c1c(Cl)cncc1Cl)C
Standard InCHI:	InChI=1S/C21H19Cl2N5O2/c1-13(21-17(22)10-24-11-18(21)23)30-15-3-5-20-16(8-15)19(26-27-20)4-2-14-9-25-28(12-14)6-7-29/h2-5,8-13,29H,6-7H2,1H3,(H,26,27)/b4-2+/t13-/m1/s1
Standard InCHIKey:	GKJCVYLDJWTWQU-CXLRFSCWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4344

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	470
0.1-0.2	3566
0.2-0.3	9465
0.3-0.4	10607
0.4-0.5	4364
0.5-0.6	1673
0.6-0.7	684
0.7-0.8	60
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	0.8282	NPC180504
Intermediate Similarity	0.7593	NPC307963
Intermediate Similarity	0.7523	NPC251090
Intermediate Similarity	0.7467	NPC476465
Intermediate Similarity	0.7466	NPC176538
Intermediate Similarity	0.7454	NPC76748
Intermediate Similarity	0.7454	NPC471593
Intermediate Similarity	0.7444	NPC475774
Intermediate Similarity	0.7419	NPC92111
Intermediate Similarity	0.7407	NPC296527
Intermediate Similarity	0.7395	NPC469554
Intermediate Similarity	0.7368	NPC208284
Intermediate Similarity	0.7333	NPC329708
Intermediate Similarity	0.7333	NPC47059
Intermediate Similarity	0.7333	NPC165349
Intermediate Similarity	0.7333	NPC118832
Intermediate Similarity	0.7333	NPC274291
Intermediate Similarity	0.7333	NPC264166
Intermediate Similarity	0.7325	NPC5145
Intermediate Similarity	0.725	NPC101543
Intermediate Similarity	0.7232	NPC19872
Intermediate Similarity	0.7229	NPC266931
Intermediate Similarity	0.7212	NPC476138
Intermediate Similarity	0.7212	NPC245816
Intermediate Similarity	0.7207	NPC194967
Intermediate Similarity	0.7197	NPC314954
Intermediate Similarity	0.7186	NPC26679
Intermediate Similarity	0.7181	NPC285558
Intermediate Similarity	0.7167	NPC170114
Intermediate Similarity	0.7155	NPC476287
Intermediate Similarity	0.7124	NPC470549
Intermediate Similarity	0.7119	NPC132642
Intermediate Similarity	0.7105	NPC475070
Intermediate Similarity	0.7094	NPC288349
Intermediate Similarity	0.7082	NPC469592
Intermediate Similarity	0.7082	NPC471080
Intermediate Similarity	0.7076	NPC193267
Intermediate Similarity	0.7076	NPC213530
Intermediate Similarity	0.7072	NPC99666
Intermediate Similarity	0.7064	NPC476041
Intermediate Similarity	0.7064	NPC304926
Intermediate Similarity	0.7061	NPC223427
Intermediate Similarity	0.7056	NPC185782
Intermediate Similarity	0.7048	NPC232727
Intermediate Similarity	0.7039	NPC94157
Intermediate Similarity	0.7032	NPC314002
Intermediate Similarity	0.7031	NPC470500
Intermediate Similarity	0.7029	NPC130570
Intermediate Similarity	0.7026	NPC167860
Intermediate Similarity	0.7026	NPC123976
Intermediate Similarity	0.7022	NPC77555
Intermediate Similarity	0.7022	NPC267928
Intermediate Similarity	0.7021	NPC470799
Intermediate Similarity	0.7021	NPC8022
Intermediate Similarity	0.7018	NPC176127
Intermediate Similarity	0.7017	NPC310118
Intermediate Similarity	0.7012	NPC110151
Intermediate Similarity	0.7004	NPC315957
Intermediate Similarity	0.7004	NPC329793
Intermediate Similarity	0.7	NPC171171
Intermediate Similarity	0.7	NPC472111
Remote Similarity	0.6986	NPC204717
Remote Similarity	0.6966	NPC316981
Remote Similarity	0.6962	NPC469594
Remote Similarity	0.696	NPC287437
Remote Similarity	0.6957	NPC56271
Remote Similarity	0.6951	NPC295228
Remote Similarity	0.6941	NPC220765
Remote Similarity	0.694	NPC82548
Remote Similarity	0.6936	NPC477610
Remote Similarity	0.693	NPC121772
Remote Similarity	0.6923	NPC15801
Remote Similarity	0.6912	NPC184964
Remote Similarity	0.691	NPC469589
Remote Similarity	0.6908	NPC81175
Remote Similarity	0.6872	NPC6215
Remote Similarity	0.6867	NPC477111
Remote Similarity	0.6864	NPC478074
Remote Similarity	0.6853	NPC470164
Remote Similarity	0.6853	NPC323345
Remote Similarity	0.685	NPC26543
Remote Similarity	0.6833	NPC284678
Remote Similarity	0.6828	NPC13880
Remote Similarity	0.6814	NPC84853
Remote Similarity	0.6812	NPC476167
Remote Similarity	0.6812	NPC187558
Remote Similarity	0.6809	NPC471304
Remote Similarity	0.6807	NPC477110
Remote Similarity	0.6805	NPC60621
Remote Similarity	0.6803	NPC473185
Remote Similarity	0.6795	NPC475910
Remote Similarity	0.6789	NPC475253
Remote Similarity	0.677	NPC324149
Remote Similarity	0.6769	NPC192315
Remote Similarity	0.6767	NPC162484
Remote Similarity	0.676	NPC11408
Remote Similarity	0.6759	NPC284141
Remote Similarity	0.675	NPC477609
Remote Similarity	0.6739	NPC128823
Remote Similarity	0.6737	NPC199667
Remote Similarity	0.6737	NPC11464
Remote Similarity	0.6735	NPC192712
Remote Similarity	0.6734	NPC141053
Remote Similarity	0.6725	NPC156704
Remote Similarity	0.6723	NPC162530
Remote Similarity	0.6723	NPC287208
Remote Similarity	0.6723	NPC314957
Remote Similarity	0.6722	NPC292958
Remote Similarity	0.6721	NPC315062
Remote Similarity	0.6718	NPC53534
Remote Similarity	0.6712	NPC48938
Remote Similarity	0.671	NPC234197
Remote Similarity	0.671	NPC249040
Remote Similarity	0.6709	NPC477113
Remote Similarity	0.6707	NPC252251
Remote Similarity	0.6706	NPC471891
Remote Similarity	0.6706	NPC217554
Remote Similarity	0.6696	NPC195268
Remote Similarity	0.6696	NPC133140
Remote Similarity	0.6695	NPC473181
Remote Similarity	0.6694	NPC244897
Remote Similarity	0.6694	NPC196718
Remote Similarity	0.6693	NPC101350
Remote Similarity	0.6692	NPC152620
Remote Similarity	0.6692	NPC258048
Remote Similarity	0.6682	NPC177404
Remote Similarity	0.6681	NPC472098
Remote Similarity	0.6681	NPC193238
Remote Similarity	0.6681	NPC473180
Remote Similarity	0.6667	NPC66083
Remote Similarity	0.6667	NPC161887
Remote Similarity	0.6667	NPC18487
Remote Similarity	0.6667	NPC290689
Remote Similarity	0.6667	NPC219963
Remote Similarity	0.6654	NPC196449
Remote Similarity	0.6654	NPC314222
Remote Similarity	0.6653	NPC235685
Remote Similarity	0.6653	NPC240384
Remote Similarity	0.6653	NPC300114
Remote Similarity	0.6653	NPC477531
Remote Similarity	0.6653	NPC473179
Remote Similarity	0.6653	NPC267853
Remote Similarity	0.6651	NPC118511
Remote Similarity	0.664	NPC477607
Remote Similarity	0.664	NPC316411
Remote Similarity	0.664	NPC477608
Remote Similarity	0.6639	NPC280272
Remote Similarity	0.6638	NPC476106
Remote Similarity	0.6638	NPC45459
Remote Similarity	0.6638	NPC329747
Remote Similarity	0.6638	NPC315491
Remote Similarity	0.6638	NPC131017
Remote Similarity	0.6637	NPC242928
Remote Similarity	0.6627	NPC102593
Remote Similarity	0.6627	NPC474192
Remote Similarity	0.6627	NPC472434
Remote Similarity	0.6627	NPC41679
Remote Similarity	0.6627	NPC475720
Remote Similarity	0.6627	NPC473186
Remote Similarity	0.6626	NPC103687
Remote Similarity	0.6626	NPC276657
Remote Similarity	0.6626	NPC132631
Remote Similarity	0.6626	NPC477533
Remote Similarity	0.6624	NPC476116
Remote Similarity	0.6615	NPC91868
Remote Similarity	0.6615	NPC63971
Remote Similarity	0.6614	NPC477549
Remote Similarity	0.6613	NPC209174
Remote Similarity	0.6612	NPC96321
Remote Similarity	0.6612	NPC173080
Remote Similarity	0.6611	NPC48353
Remote Similarity	0.661	NPC88008
Remote Similarity	0.661	NPC193777
Remote Similarity	0.6609	NPC472193
Remote Similarity	0.6607	NPC84478
Remote Similarity	0.6606	NPC473764
Remote Similarity	0.6606	NPC314940
Remote Similarity	0.6606	NPC283152
Remote Similarity	0.6601	NPC471614
Remote Similarity	0.6598	NPC477532
Remote Similarity	0.6595	NPC476578
Remote Similarity	0.6595	NPC476582
Remote Similarity	0.6595	NPC4071
Remote Similarity	0.6594	NPC279401
Remote Similarity	0.6594	NPC79293
Remote Similarity	0.6593	NPC46580
Remote Similarity	0.6591	NPC312872
Remote Similarity	0.6591	NPC471579
Remote Similarity	0.6587	NPC473183
Remote Similarity	0.6586	NPC476451
Remote Similarity	0.6581	NPC470678
Remote Similarity	0.6581	NPC193761
Remote Similarity	0.6581	NPC199277
Remote Similarity	0.6581	NPC135887
Remote Similarity	0.6578	NPC15102
Remote Similarity	0.6577	NPC42979
Remote Similarity	0.6575	NPC477066
Remote Similarity	0.6574	NPC311276
Remote Similarity	0.6574	NPC24802
Remote Similarity	0.6574	NPC39370

Drug Structure

NPD4344 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 -2.6831 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3563 -5.6249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2517 -6.6194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0084 -4.5371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5472 -4.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5962 -3.7281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -4.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -1.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -4.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5962 -5.3461 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 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 2.5472 -5.0371 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3382 -7.0261 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2337 -8.0206 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 19 1 0 0 0 0 5 20 1 0 0 0 0 6 7 1 0 0 0 0 6 28 1 0 0 0 0 7 29 1 0 0 0 0 8 15 2 0 0 0 0 8 16 1 0 0 0 0 9 14 1 0 0 0 0 9 25 2 0 0 0 0 10 17 1 0 0 0 0 10 24 2 0 0 0 0 11 18 2 0 0 0 0 11 24 1 0 0 0 0 12 14 2 0 0 0 0 12 28 1 0 0 0 0 13 1 1 6 0 0 0 13 21 1 0 0 0 0 13 30 1 0 0 0 0 15 30 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 27 2 0 0 0 0 25 28 1 0 0 0 0 26 27 1 0 0 0 0 26 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003809
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46944259
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.09
ALogP	0.9589
MLogP	2.78
XLogP	3.101
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	88.85
RO5 Violation	0