NPASS drugs

Drug Information

Drug ID:	NPD4872
Drug Name:
Molecular Formula:	C22H19BrN6O
Canonical SMILES:	Brc1cccc(c1)c1cc(nc2c1c(N)ncn2)c1ccc(nc1)N1CCOCC1
Standard InCHI:	InChI=1S/C22H19BrN6O/c23-16-3-1-2-14(10-16)17-11-18(28-22-20(17)21(24)26-13-27-22)15-4-5-19(25-12-15)29-6-8-30-9-7-29/h1-5,10-13H,6-9H2,(H2,24,26,27,28)
Standard InCHIKey:	RQCXKDWOCUJWQZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4872

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	667
0.1-0.2	9530
0.2-0.3	14782
0.3-0.4	2864
0.4-0.5	1512
0.5-0.6	1199
0.6-0.7	332
0.7-0.8	4
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	0.7448	NPC317054
Intermediate Similarity	0.7135	NPC195507
Intermediate Similarity	0.7015	NPC108011
Intermediate Similarity	0.7	NPC307191
Remote Similarity	0.6959	NPC2165
Remote Similarity	0.694	NPC316811
Remote Similarity	0.6927	NPC231536
Remote Similarity	0.6904	NPC201634
Remote Similarity	0.6872	NPC280864
Remote Similarity	0.6834	NPC297034
Remote Similarity	0.6798	NPC470323
Remote Similarity	0.6769	NPC935
Remote Similarity	0.6769	NPC267078
Remote Similarity	0.6761	NPC469308
Remote Similarity	0.6755	NPC86288
Remote Similarity	0.6739	NPC474357
Remote Similarity	0.6734	NPC82331
Remote Similarity	0.6716	NPC280852
Remote Similarity	0.6715	NPC472289
Remote Similarity	0.6701	NPC17751
Remote Similarity	0.67	NPC477611
Remote Similarity	0.6699	NPC477166
Remote Similarity	0.6699	NPC473342
Remote Similarity	0.6699	NPC304187
Remote Similarity	0.6699	NPC477167
Remote Similarity	0.6684	NPC34844
Remote Similarity	0.6684	NPC470203
Remote Similarity	0.6683	NPC97343
Remote Similarity	0.6681	NPC130570
Remote Similarity	0.6667	NPC470233
Remote Similarity	0.6649	NPC314102
Remote Similarity	0.6649	NPC251722
Remote Similarity	0.6634	NPC474958
Remote Similarity	0.6634	NPC203754
Remote Similarity	0.6634	NPC150048
Remote Similarity	0.6633	NPC470204
Remote Similarity	0.6632	NPC138842
Remote Similarity	0.6616	NPC274229
Remote Similarity	0.6615	NPC40070
Remote Similarity	0.6598	NPC476219
Remote Similarity	0.6594	NPC107160
Remote Similarity	0.6593	NPC69914
Remote Similarity	0.659	NPC470505
Remote Similarity	0.6584	NPC280297
Remote Similarity	0.6583	NPC49217
Remote Similarity	0.6574	NPC471617
Remote Similarity	0.6566	NPC247987
Remote Similarity	0.6538	NPC476131
Remote Similarity	0.6532	NPC471603
Remote Similarity	0.6522	NPC467063
Remote Similarity	0.6515	NPC225018
Remote Similarity	0.6515	NPC253687
Remote Similarity	0.6513	NPC120070
Remote Similarity	0.6509	NPC188821
Remote Similarity	0.6509	NPC474180
Remote Similarity	0.6502	NPC471579
Remote Similarity	0.65	NPC116555
Remote Similarity	0.6489	NPC267811
Remote Similarity	0.6482	NPC317105
Remote Similarity	0.6481	NPC205254
Remote Similarity	0.6481	NPC303820
Remote Similarity	0.6481	NPC106771
Remote Similarity	0.6481	NPC23420
Remote Similarity	0.6467	NPC101165
Remote Similarity	0.6466	NPC115595
Remote Similarity	0.6465	NPC122141
Remote Similarity	0.6465	NPC34837
Remote Similarity	0.6462	NPC141926
Remote Similarity	0.6462	NPC232798
Remote Similarity	0.6458	NPC316069
Remote Similarity	0.6452	NPC475935
Remote Similarity	0.6452	NPC94211
Remote Similarity	0.6452	NPC52909
Remote Similarity	0.6419	NPC327095
Remote Similarity	0.6419	NPC312942
Remote Similarity	0.6418	NPC478183
Remote Similarity	0.64	NPC149265
Remote Similarity	0.64	NPC478184
Remote Similarity	0.6389	NPC474389
Remote Similarity	0.6382	NPC229173
Remote Similarity	0.6382	NPC81229
Remote Similarity	0.6382	NPC255229
Remote Similarity	0.6378	NPC325903
Remote Similarity	0.6378	NPC256893
Remote Similarity	0.6377	NPC16659
Remote Similarity	0.6373	NPC143872
Remote Similarity	0.6364	NPC167635
Remote Similarity	0.6364	NPC474196
Remote Similarity	0.6359	NPC157583
Remote Similarity	0.6355	NPC474897
Remote Similarity	0.6346	NPC275292
Remote Similarity	0.6346	NPC243381
Remote Similarity	0.6345	NPC476297
Remote Similarity	0.6337	NPC109447
Remote Similarity	0.6336	NPC103687
Remote Similarity	0.6336	NPC132631
Remote Similarity	0.6332	NPC6436
Remote Similarity	0.6332	NPC135141
Remote Similarity	0.6332	NPC92796
Remote Similarity	0.6329	NPC265710
Remote Similarity	0.6318	NPC478182
Remote Similarity	0.6311	NPC470702
Remote Similarity	0.6311	NPC473218
Remote Similarity	0.6298	NPC46358
Remote Similarity	0.6296	NPC128244
Remote Similarity	0.6293	NPC208060
Remote Similarity	0.629	NPC471322
Remote Similarity	0.6289	NPC288838
Remote Similarity	0.6289	NPC63545
Remote Similarity	0.6287	NPC158055
Remote Similarity	0.6284	NPC474318
Remote Similarity	0.6284	NPC153123
Remote Similarity	0.6284	NPC220797
Remote Similarity	0.6284	NPC268744
Remote Similarity	0.6284	NPC475914
Remote Similarity	0.6284	NPC201266
Remote Similarity	0.6283	NPC470703
Remote Similarity	0.6282	NPC156003
Remote Similarity	0.6281	NPC216643
Remote Similarity	0.628	NPC237188
Remote Similarity	0.6276	NPC53947
Remote Similarity	0.6275	NPC164664
Remote Similarity	0.6273	NPC473761
Remote Similarity	0.6264	NPC476322
Remote Similarity	0.6263	NPC169433
Remote Similarity	0.6261	NPC474195
Remote Similarity	0.6256	NPC269203
Remote Similarity	0.6256	NPC470111
Remote Similarity	0.6256	NPC13456
Remote Similarity	0.6256	NPC179787
Remote Similarity	0.6256	NPC56233
Remote Similarity	0.6256	NPC469811
Remote Similarity	0.6256	NPC77241
Remote Similarity	0.6256	NPC201380
Remote Similarity	0.6256	NPC166209
Remote Similarity	0.625	NPC233050
Remote Similarity	0.625	NPC12649
Remote Similarity	0.625	NPC276540
Remote Similarity	0.625	NPC293487
Remote Similarity	0.625	NPC221786
Remote Similarity	0.625	NPC40455
Remote Similarity	0.625	NPC474880
Remote Similarity	0.6244	NPC103119
Remote Similarity	0.6239	NPC265576
Remote Similarity	0.6238	NPC78375
Remote Similarity	0.6238	NPC476446
Remote Similarity	0.6238	NPC469813
Remote Similarity	0.6237	NPC204141
Remote Similarity	0.6237	NPC314372
Remote Similarity	0.6237	NPC282398
Remote Similarity	0.6233	NPC216550
Remote Similarity	0.6232	NPC121903
Remote Similarity	0.6231	NPC476464
Remote Similarity	0.6231	NPC469785
Remote Similarity	0.623	NPC146373
Remote Similarity	0.623	NPC104483
Remote Similarity	0.623	NPC166424
Remote Similarity	0.623	NPC73767
Remote Similarity	0.623	NPC110126
Remote Similarity	0.623	NPC245244
Remote Similarity	0.6229	NPC21461
Remote Similarity	0.6224	NPC321911
Remote Similarity	0.622	NPC472105
Remote Similarity	0.622	NPC187827
Remote Similarity	0.6219	NPC44773
Remote Similarity	0.6219	NPC215584
Remote Similarity	0.6218	NPC20144
Remote Similarity	0.6218	NPC190296
Remote Similarity	0.6214	NPC288074
Remote Similarity	0.6211	NPC150259
Remote Similarity	0.6211	NPC105127
Remote Similarity	0.6209	NPC284678
Remote Similarity	0.6202	NPC473380
Remote Similarity	0.6202	NPC240088
Remote Similarity	0.6202	NPC59269
Remote Similarity	0.6201	NPC477114
Remote Similarity	0.6201	NPC91958
Remote Similarity	0.62	NPC469762
Remote Similarity	0.62	NPC193740
Remote Similarity	0.6198	NPC469761
Remote Similarity	0.6198	NPC469783
Remote Similarity	0.6198	NPC469784
Remote Similarity	0.6198	NPC469780
Remote Similarity	0.6198	NPC469779
Remote Similarity	0.6198	NPC469767
Remote Similarity	0.6198	NPC469768
Remote Similarity	0.6195	NPC116961
Remote Similarity	0.6193	NPC105818
Remote Similarity	0.6193	NPC24678
Remote Similarity	0.6193	NPC262898
Remote Similarity	0.619	NPC477891
Remote Similarity	0.619	NPC233936
Remote Similarity	0.6186	NPC116622
Remote Similarity	0.6179	NPC15102
Remote Similarity	0.6173	NPC114209
Remote Similarity	0.6169	NPC56765
Remote Similarity	0.6168	NPC255909
Remote Similarity	0.6166	NPC469766
Remote Similarity	0.6165	NPC476688
Remote Similarity	0.6165	NPC476686

Drug Structure

NPD4872 OpenBabel08211706322D 32 36 0 0 0 0 0 0 0 0999 V2000 5.0557 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0557 2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 2.4324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3705 3.8919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0557 2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 4.3784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 2.4324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 2.4324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 4.3784 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 2.9189 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -1.4595 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -1.4595 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 -3.3705 2.9189 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0557 3.8919 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 -0.4865 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 0.9730 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 14 1 0 0 0 0 3 16 2 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 19 1 0 0 0 0 6 8 1 0 0 0 0 6 29 1 0 0 0 0 7 9 1 0 0 0 0 7 29 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 25 1 0 0 0 0 13 26 2 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 28 2 0 0 0 0 19 25 2 0 0 0 0 19 29 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009783
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1973
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.08
ALogP	0.0444
MLogP	3
XLogP	3.721
HDA	7
HBD	1
Rotatable Bonds	5
TPSA	90.05
RO5 Violation	0