NPASS drugs

Drug Information

Drug ID:	NPD1352
Drug Name:	FR-144420
Molecular Formula:	C14H18N4O4
Canonical SMILES:	O/N=C(/C=C(/C(N(=O)=O)C)CC)CN=C(c1cccnc1)O
Standard InCHI:	InChI=1S/C14H18N4O4/c1-3-11(10(2)18(21)22)7-13(17-20)9-16-14(19)12-5-4-6-15-8-12/h4-8,10,20H,3,9H2,1-2H3,(H,16,19)/b11-7+,17-13-
Standard InCHIKey:	KIWSYRHAAPLJFJ-DNZSEPECSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1352

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	236
0.1-0.2	5054
0.2-0.3	9674
0.3-0.4	10909
0.4-0.5	2725
0.5-0.6	1601
0.6-0.7	607
0.7-0.8	79
0.8-0.85	2
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	0.8889	NPC212125
High Similarity	0.8613	NPC306397
High Similarity	0.8521	NPC29702
Intermediate Similarity	0.8478	NPC165370
Intermediate Similarity	0.8121	NPC471323
Intermediate Similarity	0.7832	NPC471313
Intermediate Similarity	0.7832	NPC471311
Intermediate Similarity	0.777	NPC328029
Intermediate Similarity	0.7722	NPC138018
Intermediate Similarity	0.7712	NPC167400
Intermediate Similarity	0.7692	NPC151489
Intermediate Similarity	0.7676	NPC290094
Intermediate Similarity	0.7671	NPC315320
Intermediate Similarity	0.7654	NPC98187
Intermediate Similarity	0.7619	NPC324611
Intermediate Similarity	0.7593	NPC471178
Intermediate Similarity	0.7517	NPC202957
Intermediate Similarity	0.7517	NPC169625
Intermediate Similarity	0.75	NPC256893
Intermediate Similarity	0.7483	NPC114310
Intermediate Similarity	0.7469	NPC471177
Intermediate Similarity	0.7469	NPC124542
Intermediate Similarity	0.7469	NPC59779
Intermediate Similarity	0.7423	NPC473057
Intermediate Similarity	0.7421	NPC312860
Intermediate Similarity	0.7419	NPC230085
Intermediate Similarity	0.7419	NPC159630
Intermediate Similarity	0.7415	NPC89490
Intermediate Similarity	0.7407	NPC76540
Intermediate Similarity	0.7394	NPC319456
Intermediate Similarity	0.7375	NPC263455
Intermediate Similarity	0.7372	NPC27802
Intermediate Similarity	0.7368	NPC471312
Intermediate Similarity	0.7365	NPC475090
Intermediate Similarity	0.7365	NPC475105
Intermediate Similarity	0.7365	NPC329896
Intermediate Similarity	0.7362	NPC71079
Intermediate Similarity	0.7333	NPC322488
Intermediate Similarity	0.7333	NPC108469
Intermediate Similarity	0.7317	NPC474217
Intermediate Similarity	0.7317	NPC97367
Intermediate Similarity	0.7312	NPC107287
Intermediate Similarity	0.7292	NPC265605
Intermediate Similarity	0.7292	NPC182570
Intermediate Similarity	0.7292	NPC48564
Intermediate Similarity	0.7278	NPC112741
Intermediate Similarity	0.7273	NPC85918
Intermediate Similarity	0.7267	NPC63562
Intermediate Similarity	0.7239	NPC113812
Intermediate Similarity	0.7229	NPC41717
Intermediate Similarity	0.7229	NPC278366
Intermediate Similarity	0.7229	NPC127730
Intermediate Similarity	0.7202	NPC273532
Intermediate Similarity	0.7195	NPC63338
Intermediate Similarity	0.7195	NPC324203
Intermediate Similarity	0.7195	NPC131718
Intermediate Similarity	0.7195	NPC322976
Intermediate Similarity	0.7178	NPC212742
Intermediate Similarity	0.7178	NPC269919
Intermediate Similarity	0.7178	NPC132680
Intermediate Similarity	0.7152	NPC471322
Intermediate Similarity	0.7152	NPC174421
Intermediate Similarity	0.7152	NPC48192
Intermediate Similarity	0.7133	NPC297486
Intermediate Similarity	0.7133	NPC471402
Intermediate Similarity	0.7133	NPC240136
Intermediate Similarity	0.7115	NPC318935
Intermediate Similarity	0.7108	NPC211187
Intermediate Similarity	0.7107	NPC161292
Intermediate Similarity	0.7091	NPC25899
Intermediate Similarity	0.7076	NPC150048
Intermediate Similarity	0.7076	NPC203754
Intermediate Similarity	0.7073	NPC129721
Intermediate Similarity	0.7041	NPC256828
Intermediate Similarity	0.703	NPC84508
Intermediate Similarity	0.7029	NPC231655
Intermediate Similarity	0.7027	NPC27740
Intermediate Similarity	0.7024	NPC160105
Intermediate Similarity	0.7021	NPC235843
Intermediate Similarity	0.7006	NPC102423
Intermediate Similarity	0.7006	NPC263439
Intermediate Similarity	0.7006	NPC162268
Intermediate Similarity	0.7	NPC302159
Intermediate Similarity	0.7	NPC220523
Remote Similarity	0.698	NPC245244
Remote Similarity	0.698	NPC146373
Remote Similarity	0.698	NPC166424
Remote Similarity	0.6977	NPC476419
Remote Similarity	0.6966	NPC91958
Remote Similarity	0.6966	NPC32771
Remote Similarity	0.6964	NPC41333
Remote Similarity	0.6963	NPC83987
Remote Similarity	0.6959	NPC314603
Remote Similarity	0.6959	NPC313791
Remote Similarity	0.6954	NPC317010
Remote Similarity	0.6933	NPC153769
Remote Similarity	0.6932	NPC207851
Remote Similarity	0.6923	NPC65408
Remote Similarity	0.6913	NPC476322
Remote Similarity	0.6901	NPC158129
Remote Similarity	0.6871	NPC105818
Remote Similarity	0.6871	NPC24678
Remote Similarity	0.6852	NPC470111
Remote Similarity	0.6849	NPC143603
Remote Similarity	0.6846	NPC46358
Remote Similarity	0.6845	NPC177404
Remote Similarity	0.6845	NPC282231
Remote Similarity	0.6842	NPC473764
Remote Similarity	0.6842	NPC314940
Remote Similarity	0.6835	NPC280853
Remote Similarity	0.6832	NPC314372
Remote Similarity	0.6832	NPC159856
Remote Similarity	0.6824	NPC474561
Remote Similarity	0.6824	NPC49954
Remote Similarity	0.6821	NPC135488
Remote Similarity	0.6803	NPC11863
Remote Similarity	0.6802	NPC249614
Remote Similarity	0.6798	NPC314002
Remote Similarity	0.6796	NPC117244
Remote Similarity	0.6796	NPC473763
Remote Similarity	0.6792	NPC285016
Remote Similarity	0.6792	NPC245657
Remote Similarity	0.6788	NPC73952
Remote Similarity	0.6788	NPC469763
Remote Similarity	0.6788	NPC469765
Remote Similarity	0.6788	NPC259644
Remote Similarity	0.6788	NPC469786
Remote Similarity	0.6788	NPC469760
Remote Similarity	0.6788	NPC25008
Remote Similarity	0.6786	NPC279918
Remote Similarity	0.678	NPC48938
Remote Similarity	0.6779	NPC56856
Remote Similarity	0.6778	NPC472289
Remote Similarity	0.6776	NPC278451
Remote Similarity	0.6772	NPC471596
Remote Similarity	0.676	NPC171171
Remote Similarity	0.675	NPC60553
Remote Similarity	0.6747	NPC211572
Remote Similarity	0.6747	NPC80597
Remote Similarity	0.6747	NPC75540
Remote Similarity	0.6747	NPC212376
Remote Similarity	0.6747	NPC70922
Remote Similarity	0.6743	NPC96890
Remote Similarity	0.6742	NPC204717
Remote Similarity	0.6742	NPC284559
Remote Similarity	0.6726	NPC230869
Remote Similarity	0.6724	NPC469938
Remote Similarity	0.6723	NPC266551
Remote Similarity	0.6723	NPC470474
Remote Similarity	0.6722	NPC46580
Remote Similarity	0.6709	NPC251722
Remote Similarity	0.6709	NPC314102
Remote Similarity	0.6708	NPC190296
Remote Similarity	0.6707	NPC288445
Remote Similarity	0.6706	NPC476118
Remote Similarity	0.6706	NPC194640
Remote Similarity	0.6706	NPC311276
Remote Similarity	0.6705	NPC14651
Remote Similarity	0.6705	NPC121658
Remote Similarity	0.6688	NPC476131
Remote Similarity	0.6686	NPC44161
Remote Similarity	0.6686	NPC134586
Remote Similarity	0.6686	NPC63751
Remote Similarity	0.6685	NPC220765
Remote Similarity	0.6667	NPC469762
Remote Similarity	0.6667	NPC471294
Remote Similarity	0.6667	NPC329825
Remote Similarity	0.6667	NPC471598
Remote Similarity	0.6648	NPC211997
Remote Similarity	0.6648	NPC184964
Remote Similarity	0.6647	NPC476518
Remote Similarity	0.6645	NPC282398
Remote Similarity	0.6645	NPC69914
Remote Similarity	0.6628	NPC54988
Remote Similarity	0.6626	NPC285731
Remote Similarity	0.6625	NPC32002
Remote Similarity	0.6625	NPC315348
Remote Similarity	0.6625	NPC316811
Remote Similarity	0.6623	NPC471589
Remote Similarity	0.6611	NPC62510
Remote Similarity	0.661	NPC248462
Remote Similarity	0.6609	NPC252590
Remote Similarity	0.6609	NPC89562
Remote Similarity	0.6608	NPC469813
Remote Similarity	0.6608	NPC78375
Remote Similarity	0.6608	NPC476446
Remote Similarity	0.6607	NPC469785
Remote Similarity	0.6576	NPC99666
Remote Similarity	0.6573	NPC325705
Remote Similarity	0.6573	NPC52831
Remote Similarity	0.6571	NPC259545
Remote Similarity	0.6557	NPC95783
Remote Similarity	0.6554	NPC326575
Remote Similarity	0.6554	NPC59269
Remote Similarity	0.655	NPC47298
Remote Similarity	0.655	NPC315214
Remote Similarity	0.6548	NPC209362
Remote Similarity	0.6546	NPC85273
Remote Similarity	0.6541	NPC329541
Remote Similarity	0.6541	NPC289786

Drug Structure

NPD1352 OpenBabel08211700192D 24 24 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 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 4.3301 -3.5000 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 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 3.4641 -2.0000 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 3 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 4.3301 -1.5000 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 -0.0000 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 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 15 2 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 12 14 1 0 0 0 0 13 17 2 0 0 0 0 14 16 2 3 0 0 0 14 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003083
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	306.13
ALogP	0.516
MLogP	2.12
XLogP	1.238
HDA	3
HBD	2
Rotatable Bonds	12
TPSA	121.21
RO5 Violation	0