NPASS drugs

Drug Information

Drug ID:	NPD2535
Drug Name:	S-1389
Molecular Formula:	C17H21Cl2N3O2
Canonical SMILES:	OC(COc1c(Cl)ccc(c1C(=C)n1cncc1)Cl)CNC(C)C
Standard InCHI:	InChI=1S/C17H21Cl2N3O2/c1-11(2)21-8-13(23)9-24-17-15(19)5-4-14(18)16(17)12(3)22-7-6-20-10-22/h4-7,10-11,13,21,23H,3,8-9H2,1-2H3
Standard InCHIKey:	DROIRVKNZDBEFR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2535

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	379
0.1-0.2	3900
0.2-0.3	9074
0.3-0.4	10894
0.4-0.5	5734
0.5-0.6	885
0.6-0.7	23
0.7-0.8	1
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	0.7362	NPC471614
Remote Similarity	0.6849	NPC160666
Remote Similarity	0.6696	NPC242923
Remote Similarity	0.664	NPC477795
Remote Similarity	0.664	NPC477796
Remote Similarity	0.664	NPC477806
Remote Similarity	0.664	NPC477805
Remote Similarity	0.6638	NPC308906
Remote Similarity	0.6438	NPC113369
Remote Similarity	0.6429	NPC250178
Remote Similarity	0.6349	NPC228206
Remote Similarity	0.6329	NPC469975
Remote Similarity	0.6307	NPC17305
Remote Similarity	0.6289	NPC56271
Remote Similarity	0.6276	NPC12100
Remote Similarity	0.6245	NPC187145
Remote Similarity	0.6194	NPC115595
Remote Similarity	0.6163	NPC166655
Remote Similarity	0.6114	NPC280638
Remote Similarity	0.61	NPC288349
Remote Similarity	0.6096	NPC223223
Remote Similarity	0.6084	NPC150447
Remote Similarity	0.6034	NPC219350
Remote Similarity	0.6034	NPC194699
Remote Similarity	0.5984	NPC110151
Remote Similarity	0.5983	NPC19872
Remote Similarity	0.5983	NPC121772
Remote Similarity	0.5961	NPC30540
Remote Similarity	0.5939	NPC51047
Remote Similarity	0.5934	NPC469442
Remote Similarity	0.5934	NPC277306
Remote Similarity	0.5931	NPC84853
Remote Similarity	0.5931	NPC307963
Remote Similarity	0.5922	NPC177056
Remote Similarity	0.592	NPC323244
Remote Similarity	0.5918	NPC197141
Remote Similarity	0.5913	NPC470728
Remote Similarity	0.5913	NPC300114
Remote Similarity	0.5896	NPC237978
Remote Similarity	0.589	NPC54537
Remote Similarity	0.5889	NPC328924
Remote Similarity	0.5885	NPC25539
Remote Similarity	0.588	NPC251090
Remote Similarity	0.5875	NPC476465
Remote Similarity	0.5855	NPC267928
Remote Similarity	0.5847	NPC310118
Remote Similarity	0.5844	NPC471603
Remote Similarity	0.5844	NPC92111
Remote Similarity	0.584	NPC35761
Remote Similarity	0.5823	NPC46970
Remote Similarity	0.5823	NPC232727
Remote Similarity	0.582	NPC469592
Remote Similarity	0.582	NPC471080
Remote Similarity	0.5817	NPC472067
Remote Similarity	0.5817	NPC472066
Remote Similarity	0.5817	NPC472031
Remote Similarity	0.5812	NPC13880
Remote Similarity	0.5802	NPC472068
Remote Similarity	0.5801	NPC76748
Remote Similarity	0.5794	NPC107160
Remote Similarity	0.5785	NPC472434
Remote Similarity	0.5785	NPC469589
Remote Similarity	0.5781	NPC176538
Remote Similarity	0.5781	NPC315957
Remote Similarity	0.5779	NPC26679
Remote Similarity	0.5775	NPC282531
Remote Similarity	0.5774	NPC476138
Remote Similarity	0.5774	NPC245816
Remote Similarity	0.5771	NPC219963
Remote Similarity	0.5771	NPC161887
Remote Similarity	0.5771	NPC314954
Remote Similarity	0.5769	NPC171393
Remote Similarity	0.5769	NPC295452
Remote Similarity	0.5766	NPC136924
Remote Similarity	0.5766	NPC168209
Remote Similarity	0.5758	NPC472289
Remote Similarity	0.5758	NPC296527
Remote Similarity	0.5755	NPC266931
Remote Similarity	0.5755	NPC476287
Remote Similarity	0.575	NPC136112
Remote Similarity	0.575	NPC470500
Remote Similarity	0.575	NPC141739
Remote Similarity	0.5747	NPC316756
Remote Similarity	0.5744	NPC287208
Remote Similarity	0.5738	NPC187558
Remote Similarity	0.5735	NPC247018
Remote Similarity	0.5735	NPC307123
Remote Similarity	0.5735	NPC97870
Remote Similarity	0.5731	NPC99891
Remote Similarity	0.5729	NPC116701
Remote Similarity	0.5727	NPC475998
Remote Similarity	0.5726	NPC467439
Remote Similarity	0.5726	NPC469594
Remote Similarity	0.572	NPC174672
Remote Similarity	0.5719	NPC9482
Remote Similarity	0.5714	NPC316981
Remote Similarity	0.5709	NPC39092
Remote Similarity	0.5708	NPC475774
Remote Similarity	0.5703	NPC213530
Remote Similarity	0.5703	NPC193267
Remote Similarity	0.5697	NPC175150
Remote Similarity	0.5697	NPC243633
Remote Similarity	0.5697	NPC5145
Remote Similarity	0.5697	NPC167860
Remote Similarity	0.5697	NPC123976
Remote Similarity	0.5693	NPC314882
Remote Similarity	0.5691	NPC140888
Remote Similarity	0.5685	NPC238945
Remote Similarity	0.5685	NPC329708
Remote Similarity	0.5685	NPC47059
Remote Similarity	0.5685	NPC165349
Remote Similarity	0.5685	NPC274291
Remote Similarity	0.5685	NPC118832
Remote Similarity	0.5685	NPC264166
Remote Similarity	0.5673	NPC54981
Remote Similarity	0.5672	NPC18487
Remote Similarity	0.5672	NPC472435
Remote Similarity	0.5667	NPC478006
Remote Similarity	0.5664	NPC21461
Remote Similarity	0.5661	NPC472111
Remote Similarity	0.566	NPC226202
Remote Similarity	0.5656	NPC185782
Remote Similarity	0.5652	NPC284678
Remote Similarity	0.5649	NPC469443
Remote Similarity	0.5648	NPC13397
Remote Similarity	0.5645	NPC470799
Remote Similarity	0.5645	NPC8022
Remote Similarity	0.5644	NPC49315
Remote Similarity	0.5642	NPC469554
Remote Similarity	0.5637	NPC295228
Remote Similarity	0.5636	NPC478010
Remote Similarity	0.5633	NPC266551
Remote Similarity	0.5628	NPC20249
Remote Similarity	0.5625	NPC269383
Remote Similarity	0.5625	NPC151030
Remote Similarity	0.5609	NPC472436
Remote Similarity	0.5605	NPC238430
Remote Similarity	0.56	NPC121658
Remote Similarity	0.56	NPC14651

Drug Structure

NPD2535 OpenBabel08211702172D 26 27 0 0 1 0 0 0 0 0999 V2000 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 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 -2.0000 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 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 2.5000 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 -0.8660 -0.5000 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 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 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 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 2 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 20 1 0 0 0 0 7 22 1 0 0 0 0 8 13 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 24 1 0 0 0 0 10 20 2 0 0 0 0 10 22 1 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 17 24 1 0 0 0 0 21 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002493
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.10
ALogP	0.7527
MLogP	2.56
XLogP	3.227
HDA	4
HBD	2
Rotatable Bonds	13
TPSA	59.31
RO5 Violation	0