NPASS drugs

Drug Information

Drug ID:	NPD4513
Drug Name:	CD-349
Molecular Formula:	C21H24N4O12
Canonical SMILES:	O=N(=O)OCCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OCC(ON(=O)=O)C)C
Standard InCHI:	InChI=1S/C21H24N4O12/c1-12(37-25(32)33)11-35-21(27)18-14(3)22-13(2)17(20(26)34-8-5-9-36-24(30)31)19(18)15-6-4-7-16(10-15)23(28)29/h4,6-7,10,12,19,22H,5,8-9,11H2,1-3H3
Standard InCHIKey:	QSTCLWROWBZZLA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4513

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	135
0.1-0.2	775
0.2-0.3	2515
0.3-0.4	7032
0.4-0.5	16472
0.5-0.6	3792
0.6-0.7	164
0.7-0.8	2
0.8-0.85	0
0.85-0.9	3
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
High Similarity	0.8828	NPC190945
High Similarity	0.8742	NPC36836
High Similarity	0.8742	NPC63370
Intermediate Similarity	0.75	NPC282578
Intermediate Similarity	0.74	NPC314473
Remote Similarity	0.6971	NPC186669
Remote Similarity	0.6818	NPC122235
Remote Similarity	0.6761	NPC469726
Remote Similarity	0.6761	NPC329338
Remote Similarity	0.6742	NPC6974
Remote Similarity	0.6723	NPC264482
Remote Similarity	0.6723	NPC203202
Remote Similarity	0.6721	NPC316405
Remote Similarity	0.671	NPC101372
Remote Similarity	0.6706	NPC123241
Remote Similarity	0.6687	NPC159722
Remote Similarity	0.6686	NPC293458
Remote Similarity	0.6685	NPC97584
Remote Similarity	0.6667	NPC226794
Remote Similarity	0.6648	NPC99043
Remote Similarity	0.6648	NPC218594
Remote Similarity	0.6646	NPC319645
Remote Similarity	0.6629	NPC167724
Remote Similarity	0.6629	NPC224970
Remote Similarity	0.6629	NPC223595
Remote Similarity	0.6623	NPC472165
Remote Similarity	0.657	NPC193410
Remote Similarity	0.6538	NPC159963
Remote Similarity	0.6534	NPC470971
Remote Similarity	0.6532	NPC248117
Remote Similarity	0.6532	NPC474058
Remote Similarity	0.6512	NPC61013
Remote Similarity	0.6494	NPC35510
Remote Similarity	0.6494	NPC253667
Remote Similarity	0.6486	NPC14994
Remote Similarity	0.6467	NPC49184
Remote Similarity	0.646	NPC173295
Remote Similarity	0.6455	NPC476256
Remote Similarity	0.6455	NPC476257
Remote Similarity	0.6455	NPC259791
Remote Similarity	0.6455	NPC476206
Remote Similarity	0.6455	NPC476205
Remote Similarity	0.6455	NPC476207
Remote Similarity	0.6455	NPC476212
Remote Similarity	0.6455	NPC476129
Remote Similarity	0.6421	NPC108804
Remote Similarity	0.6421	NPC476218
Remote Similarity	0.641	NPC474926
Remote Similarity	0.6407	NPC477556
Remote Similarity	0.6405	NPC179605
Remote Similarity	0.6405	NPC279385
Remote Similarity	0.6383	NPC25401
Remote Similarity	0.6369	NPC314278
Remote Similarity	0.6369	NPC473541
Remote Similarity	0.6368	NPC21483
Remote Similarity	0.6368	NPC198205
Remote Similarity	0.6364	NPC103292
Remote Similarity	0.6364	NPC292143
Remote Similarity	0.6364	NPC139506
Remote Similarity	0.6354	NPC112752
Remote Similarity	0.6354	NPC311054
Remote Similarity	0.634	NPC176371
Remote Similarity	0.634	NPC136573
Remote Similarity	0.6333	NPC298851
Remote Similarity	0.6333	NPC210415
Remote Similarity	0.6333	NPC21752
Remote Similarity	0.6333	NPC276993
Remote Similarity	0.6333	NPC472164
Remote Similarity	0.6333	NPC293255
Remote Similarity	0.6333	NPC181138
Remote Similarity	0.6325	NPC475128
Remote Similarity	0.6323	NPC39818
Remote Similarity	0.6316	NPC314223
Remote Similarity	0.631	NPC260194
Remote Similarity	0.6302	NPC198390
Remote Similarity	0.6301	NPC114808
Remote Similarity	0.6294	NPC242000
Remote Similarity	0.6289	NPC81092
Remote Similarity	0.6289	NPC103605
Remote Similarity	0.6287	NPC308197
Remote Similarity	0.6275	NPC229353
Remote Similarity	0.6263	NPC474905
Remote Similarity	0.625	NPC194562
Remote Similarity	0.6237	NPC90358
Remote Similarity	0.6237	NPC107828
Remote Similarity	0.6215	NPC176983
Remote Similarity	0.6215	NPC286871
Remote Similarity	0.6213	NPC472242
Remote Similarity	0.6211	NPC316746
Remote Similarity	0.6207	NPC161827
Remote Similarity	0.6203	NPC325013
Remote Similarity	0.6193	NPC36495
Remote Similarity	0.6182	NPC287358
Remote Similarity	0.6176	NPC470579
Remote Similarity	0.6168	NPC316202
Remote Similarity	0.6163	NPC473329
Remote Similarity	0.6158	NPC320064
Remote Similarity	0.6158	NPC227361
Remote Similarity	0.6158	NPC124658
Remote Similarity	0.6154	NPC307640
Remote Similarity	0.6142	NPC475223
Remote Similarity	0.614	NPC94602
Remote Similarity	0.6139	NPC61731
Remote Similarity	0.6139	NPC186569
Remote Similarity	0.6125	NPC58827
Remote Similarity	0.6125	NPC72473
Remote Similarity	0.6125	NPC307437
Remote Similarity	0.612	NPC95412
Remote Similarity	0.612	NPC13367
Remote Similarity	0.6111	NPC475448
Remote Similarity	0.6111	NPC476115
Remote Similarity	0.6111	NPC246983
Remote Similarity	0.6111	NPC314861
Remote Similarity	0.6105	NPC477998
Remote Similarity	0.6102	NPC243673
Remote Similarity	0.6102	NPC63210
Remote Similarity	0.6102	NPC148468
Remote Similarity	0.6102	NPC310403
Remote Similarity	0.6102	NPC263709
Remote Similarity	0.6102	NPC97380
Remote Similarity	0.6101	NPC470343
Remote Similarity	0.6101	NPC472244
Remote Similarity	0.6098	NPC253476
Remote Similarity	0.6096	NPC477159
Remote Similarity	0.6095	NPC314287
Remote Similarity	0.609	NPC474223
Remote Similarity	0.609	NPC475827
Remote Similarity	0.609	NPC130931
Remote Similarity	0.609	NPC243059
Remote Similarity	0.609	NPC280827
Remote Similarity	0.609	NPC80150
Remote Similarity	0.6089	NPC25961
Remote Similarity	0.6087	NPC256422
Remote Similarity	0.6082	NPC478039
Remote Similarity	0.6081	NPC172170
Remote Similarity	0.608	NPC87714
Remote Similarity	0.6067	NPC201424
Remote Similarity	0.6066	NPC191310
Remote Similarity	0.6065	NPC64340
Remote Similarity	0.6065	NPC310467
Remote Similarity	0.6056	NPC470069
Remote Similarity	0.6056	NPC52059
Remote Similarity	0.6049	NPC477432
Remote Similarity	0.6043	NPC288305
Remote Similarity	0.6043	NPC472163
Remote Similarity	0.604	NPC40178
Remote Similarity	0.6038	NPC469742
Remote Similarity	0.6038	NPC192533
Remote Similarity	0.6036	NPC472241
Remote Similarity	0.6034	NPC472121
Remote Similarity	0.6032	NPC477391
Remote Similarity	0.6032	NPC52262
Remote Similarity	0.6031	NPC19692
Remote Similarity	0.6031	NPC220151
Remote Similarity	0.6026	NPC177684
Remote Similarity	0.6026	NPC476096
Remote Similarity	0.6026	NPC291962
Remote Similarity	0.6025	NPC473423
Remote Similarity	0.6023	NPC135121
Remote Similarity	0.6023	NPC473297
Remote Similarity	0.6013	NPC160493
Remote Similarity	0.6011	NPC83241
Remote Similarity	0.6	NPC291759
Remote Similarity	0.6	NPC38823
Remote Similarity	0.6	NPC38961
Remote Similarity	0.6	NPC282092
Remote Similarity	0.6	NPC207033
Remote Similarity	0.6	NPC189116
Remote Similarity	0.6	NPC169328
Remote Similarity	0.599	NPC5630
Remote Similarity	0.5989	NPC283810
Remote Similarity	0.5989	NPC29285
Remote Similarity	0.5988	NPC165726
Remote Similarity	0.5988	NPC213969
Remote Similarity	0.5988	NPC195224
Remote Similarity	0.5988	NPC477557
Remote Similarity	0.5987	NPC161956
Remote Similarity	0.5987	NPC150323
Remote Similarity	0.5987	NPC258531
Remote Similarity	0.5987	NPC112373
Remote Similarity	0.5978	NPC285622
Remote Similarity	0.5976	NPC291419
Remote Similarity	0.5976	NPC60825
Remote Similarity	0.5976	NPC319995
Remote Similarity	0.5976	NPC43477
Remote Similarity	0.5976	NPC17567
Remote Similarity	0.5976	NPC289415
Remote Similarity	0.5975	NPC474159
Remote Similarity	0.5975	NPC474254
Remote Similarity	0.5973	NPC20485
Remote Similarity	0.5973	NPC47536
Remote Similarity	0.597	NPC477161
Remote Similarity	0.5965	NPC314186
Remote Similarity	0.5964	NPC470143
Remote Similarity	0.5964	NPC322503
Remote Similarity	0.5963	NPC250476
Remote Similarity	0.596	NPC323007
Remote Similarity	0.5959	NPC203628
Remote Similarity	0.5959	NPC22476
Remote Similarity	0.5955	NPC211525

Drug Structure

NPD4513 OpenBabel08211705262D 38 39 0 0 1 0 0 0 0 0999 V2000 0.8660 4.5000 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 -1.7321 2.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 3 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 0.5000 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 0.0000 -1.0000 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 0.0000 -0.0000 0.0000 C 0 0 3 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 0.8660 1.5000 0.0000 C 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 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 34 1 0 0 0 0 9 36 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 35 1 0 0 0 0 12 37 1 0 0 0 0 13 17 2 0 0 0 0 13 22 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 20 26 2 0 0 0 0 20 34 1 0 0 0 0 21 27 2 0 0 0 0 21 35 1 0 0 0 0 22 38 1 0 0 0 0 23 28 2 0 0 0 0 23 29 2 0 0 0 0 24 30 2 0 0 0 0 24 31 2 0 0 0 0 24 36 1 0 0 0 0 25 32 2 0 0 0 0 25 33 2 0 0 0 0 25 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001736
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	524.14
ALogP	0.3726
MLogP	2.01
XLogP	5.214
HDA	5
HBD	1
Rotatable Bonds	19
TPSA	217.87
RO5 Violation	2