NPASS drugs

Drug Information

Drug ID:	NPD5165
Drug Name:
Molecular Formula:	C22H28BrN5O5
Canonical SMILES:	OCCn1c2[nH]c(=N[C@@H]3CCC[C@H]3O)n(c2c(=O)n(c1=O)CC)Cc1ccc(c(c1)Br)OC
Standard InCHI:	InChI=1S/C22H28BrN5O5/c1-3-26-20(31)18-19(27(9-10-29)22(26)32)25-21(24-15-5-4-6-16(15)30)28(18)12-13-7-8-17(33-2)14(23)11-13/h7-8,11,15-16,29-30H,3-6,9-10,12H2,1-2H3,(H,24,25)/t15-,16-/m1/s1
Standard InCHIKey:	RCJYGWGQCPDYSL-HZPDHXFCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5165

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	205
0.1-0.2	1804
0.2-0.3	9758
0.3-0.4	4123
0.4-0.5	12717
0.5-0.6	2047
0.6-0.7	230
0.7-0.8	6
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	0.7437	NPC473450
Intermediate Similarity	0.7296	NPC248822
Intermediate Similarity	0.7263	NPC143450
Intermediate Similarity	0.7231	NPC96275
Intermediate Similarity	0.7047	NPC181905
Intermediate Similarity	0.702	NPC246591
Remote Similarity	0.6847	NPC80514
Remote Similarity	0.6833	NPC308571
Remote Similarity	0.6818	NPC477254
Remote Similarity	0.6791	NPC233926
Remote Similarity	0.678	NPC237227
Remote Similarity	0.6776	NPC296085
Remote Similarity	0.675	NPC259071
Remote Similarity	0.675	NPC77435
Remote Similarity	0.6721	NPC9373
Remote Similarity	0.672	NPC47672
Remote Similarity	0.6686	NPC474087
Remote Similarity	0.6685	NPC71629
Remote Similarity	0.6683	NPC202866
Remote Similarity	0.6667	NPC254700
Remote Similarity	0.6634	NPC227953
Remote Similarity	0.6631	NPC13397
Remote Similarity	0.6631	NPC469711
Remote Similarity	0.6617	NPC235194
Remote Similarity	0.6598	NPC280022
Remote Similarity	0.6592	NPC138365
Remote Similarity	0.6579	NPC319320
Remote Similarity	0.6579	NPC287757
Remote Similarity	0.6559	NPC324081
Remote Similarity	0.6557	NPC81845
Remote Similarity	0.6536	NPC29650
Remote Similarity	0.6528	NPC472923
Remote Similarity	0.6526	NPC156311
Remote Similarity	0.6524	NPC123140
Remote Similarity	0.6522	NPC470472
Remote Similarity	0.652	NPC147847
Remote Similarity	0.6519	NPC470470
Remote Similarity	0.6513	NPC66490
Remote Similarity	0.6502	NPC121571
Remote Similarity	0.6502	NPC8093
Remote Similarity	0.65	NPC470471
Remote Similarity	0.6489	NPC258222
Remote Similarity	0.6484	NPC128877
Remote Similarity	0.6473	NPC65714
Remote Similarity	0.6471	NPC174607
Remote Similarity	0.6468	NPC473404
Remote Similarity	0.6465	NPC17698
Remote Similarity	0.6465	NPC470746
Remote Similarity	0.6465	NPC471336
Remote Similarity	0.6447	NPC477255
Remote Similarity	0.6442	NPC475843
Remote Similarity	0.6436	NPC76412
Remote Similarity	0.6429	NPC129486
Remote Similarity	0.6414	NPC475532
Remote Similarity	0.6413	NPC474128
Remote Similarity	0.6406	NPC295795
Remote Similarity	0.6396	NPC198254
Remote Similarity	0.6396	NPC274198
Remote Similarity	0.6394	NPC474678
Remote Similarity	0.6394	NPC471338
Remote Similarity	0.6393	NPC40321
Remote Similarity	0.639	NPC329731
Remote Similarity	0.6382	NPC165285
Remote Similarity	0.6381	NPC471592
Remote Similarity	0.6374	NPC470249
Remote Similarity	0.6368	NPC97526
Remote Similarity	0.6368	NPC119652
Remote Similarity	0.6348	NPC471306
Remote Similarity	0.6348	NPC471321
Remote Similarity	0.6344	NPC135349
Remote Similarity	0.6344	NPC78530
Remote Similarity	0.6343	NPC219350
Remote Similarity	0.6343	NPC194699
Remote Similarity	0.6335	NPC474852
Remote Similarity	0.6329	NPC174629
Remote Similarity	0.6328	NPC218323
Remote Similarity	0.6316	NPC262166
Remote Similarity	0.6316	NPC109968
Remote Similarity	0.6313	NPC276506
Remote Similarity	0.6313	NPC471339
Remote Similarity	0.6311	NPC94862
Remote Similarity	0.6311	NPC4910
Remote Similarity	0.6304	NPC476989
Remote Similarity	0.6301	NPC242923
Remote Similarity	0.63	NPC288747
Remote Similarity	0.6296	NPC20755
Remote Similarity	0.6296	NPC473491
Remote Similarity	0.6293	NPC315542
Remote Similarity	0.6293	NPC299806
Remote Similarity	0.6291	NPC471337
Remote Similarity	0.629	NPC470247
Remote Similarity	0.6289	NPC469243
Remote Similarity	0.6286	NPC59827
Remote Similarity	0.6286	NPC184933
Remote Similarity	0.6281	NPC191557
Remote Similarity	0.628	NPC102959
Remote Similarity	0.6274	NPC477552
Remote Similarity	0.6274	NPC477550
Remote Similarity	0.6269	NPC292003
Remote Similarity	0.6269	NPC196243
Remote Similarity	0.6268	NPC64066
Remote Similarity	0.6268	NPC204970
Remote Similarity	0.6268	NPC102245
Remote Similarity	0.6264	NPC303993
Remote Similarity	0.6263	NPC186617
Remote Similarity	0.6263	NPC315388
Remote Similarity	0.6261	NPC67658
Remote Similarity	0.6261	NPC471335
Remote Similarity	0.625	NPC476268
Remote Similarity	0.625	NPC244509
Remote Similarity	0.625	NPC473580
Remote Similarity	0.625	NPC60516
Remote Similarity	0.625	NPC240130
Remote Similarity	0.625	NPC230539
Remote Similarity	0.625	NPC197045
Remote Similarity	0.625	NPC61332
Remote Similarity	0.6244	NPC247251
Remote Similarity	0.6237	NPC244336
Remote Similarity	0.6232	NPC80337
Remote Similarity	0.6231	NPC471568
Remote Similarity	0.6231	NPC475204
Remote Similarity	0.6231	NPC475123
Remote Similarity	0.6231	NPC196091
Remote Similarity	0.6231	NPC473693
Remote Similarity	0.6227	NPC277306
Remote Similarity	0.6227	NPC469442
Remote Similarity	0.6222	NPC478007
Remote Similarity	0.622	NPC477526
Remote Similarity	0.6219	NPC164608
Remote Similarity	0.6217	NPC115595
Remote Similarity	0.6215	NPC477551
Remote Similarity	0.6212	NPC473502
Remote Similarity	0.6207	NPC475421
Remote Similarity	0.6205	NPC475544
Remote Similarity	0.6197	NPC477527
Remote Similarity	0.6196	NPC470248
Remote Similarity	0.6196	NPC313694
Remote Similarity	0.6196	NPC242159
Remote Similarity	0.6195	NPC470903
Remote Similarity	0.6195	NPC167763
Remote Similarity	0.6195	NPC470112
Remote Similarity	0.6193	NPC223207
Remote Similarity	0.6183	NPC83289
Remote Similarity	0.6183	NPC189724
Remote Similarity	0.6183	NPC212850
Remote Similarity	0.618	NPC110131
Remote Similarity	0.6176	NPC153554
Remote Similarity	0.6176	NPC475120
Remote Similarity	0.6176	NPC472999
Remote Similarity	0.6171	NPC25539
Remote Similarity	0.6169	NPC248670
Remote Similarity	0.6167	NPC478008
Remote Similarity	0.6164	NPC478005
Remote Similarity	0.6162	NPC290755
Remote Similarity	0.6162	NPC471771
Remote Similarity	0.6162	NPC213471
Remote Similarity	0.6162	NPC214988
Remote Similarity	0.6162	NPC304074
Remote Similarity	0.6162	NPC474673
Remote Similarity	0.6161	NPC302715
Remote Similarity	0.6154	NPC274732
Remote Similarity	0.615	NPC46009
Remote Similarity	0.615	NPC204546
Remote Similarity	0.6146	NPC56685
Remote Similarity	0.6138	NPC16188
Remote Similarity	0.6135	NPC129885
Remote Similarity	0.6135	NPC138083
Remote Similarity	0.6132	NPC477632
Remote Similarity	0.6132	NPC280638
Remote Similarity	0.6132	NPC477638
Remote Similarity	0.6131	NPC302597
Remote Similarity	0.6127	NPC269750
Remote Similarity	0.6127	NPC194671
Remote Similarity	0.612	NPC266425
Remote Similarity	0.6117	NPC266741
Remote Similarity	0.6111	NPC223223
Remote Similarity	0.6106	NPC276120
Remote Similarity	0.6103	NPC329295
Remote Similarity	0.61	NPC231198
Remote Similarity	0.6098	NPC39822
Remote Similarity	0.6098	NPC32064
Remote Similarity	0.6096	NPC243633
Remote Similarity	0.6096	NPC168861
Remote Similarity	0.6096	NPC470709
Remote Similarity	0.6096	NPC175150
Remote Similarity	0.6095	NPC51047
Remote Similarity	0.6095	NPC283207
Remote Similarity	0.6089	NPC273755
Remote Similarity	0.6089	NPC306804
Remote Similarity	0.6085	NPC473804
Remote Similarity	0.6085	NPC473941
Remote Similarity	0.6085	NPC81026
Remote Similarity	0.6073	NPC245974
Remote Similarity	0.6066	NPC473407
Remote Similarity	0.6066	NPC473378
Remote Similarity	0.6062	NPC5194
Remote Similarity	0.6062	NPC261934
Remote Similarity	0.6062	NPC202198
Remote Similarity	0.6061	NPC92191
Remote Similarity	0.6061	NPC59028

Drug Structure

NPD5165 OpenBabel08211706322D 36 39 0 0 1 0 0 0 0 0999 V2000 2.5743 -2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4993 -4.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2653 -1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4814 0.0672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5678 -0.3396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1505 -0.6760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0352 -4.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9012 -5.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9012 -3.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1691 -3.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0352 -3.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7672 -3.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6723 -1.3341 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6505 -1.5420 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7672 -4.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 -1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6180 -1.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9781 -1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6332 -3.2820 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.9292 -2.0032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -1.1590 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 -1.1691 -2.2820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 2.1100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0572 -2.4555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9271 -2.8532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6332 -5.2820 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2569 0.0659 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 2.3179 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0518 -2.5601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 33 1 0 0 0 0 3 26 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 27 1 0 0 0 0 10 29 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 12 28 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 24 1 1 0 0 0 16 30 1 6 0 0 0 17 33 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 20 31 2 0 0 0 0 21 24 2 3 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 22 32 2 0 0 0 0 25 34 1 0 0 0 0 29 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013626
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	521.13
ALogP	-1.9634
MLogP	2.67
XLogP	2.732
HDA	9
HBD	3
Rotatable Bonds	12
TPSA	117.94
RO5 Violation	0