NPASS drugs

Drug Information

Drug ID:	NPD3538
Drug Name:	ON-01500 series, Onconova
Molecular Formula:	C19H23NO6S
Canonical SMILES:	COc1cc(OC)c(c(c1)OC)/C=C/S(=O)(=O)Cc1ccc(c(c1)N)OC
Standard InCHI:	InChI=1S/C19H23NO6S/c1-23-14-10-18(25-3)15(19(11-14)26-4)7-8-27(21,22)12-13-5-6-17(24-2)16(20)9-13/h5-11H,12,20H2,1-4H3/b8-7+
Standard InCHIKey:	KUTAVMCJCVADGZ-BQYQJAHWSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3538

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	251
0.1-0.2	1987
0.2-0.3	9540
0.3-0.4	3271
0.4-0.5	6826
0.5-0.6	8344
0.6-0.7	667
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	0.7651	NPC204179
Intermediate Similarity	0.747	NPC306366
Intermediate Similarity	0.7342	NPC314113
Intermediate Similarity	0.7051	NPC313466
Remote Similarity	0.6862	NPC314948
Remote Similarity	0.686	NPC235628
Remote Similarity	0.68	NPC314861
Remote Similarity	0.6779	NPC464
Remote Similarity	0.6779	NPC185541
Remote Similarity	0.6772	NPC478049
Remote Similarity	0.6763	NPC231862
Remote Similarity	0.676	NPC473432
Remote Similarity	0.6733	NPC85292
Remote Similarity	0.6733	NPC54507
Remote Similarity	0.6733	NPC229147
Remote Similarity	0.672	NPC108847
Remote Similarity	0.6712	NPC82016
Remote Similarity	0.6711	NPC172253
Remote Similarity	0.6711	NPC59561
Remote Similarity	0.6667	NPC476462
Remote Similarity	0.6647	NPC150670
Remote Similarity	0.6645	NPC131118
Remote Similarity	0.6644	NPC245115
Remote Similarity	0.6629	NPC57105
Remote Similarity	0.6623	NPC203113
Remote Similarity	0.6596	NPC475411
Remote Similarity	0.659	NPC10875
Remote Similarity	0.659	NPC10730
Remote Similarity	0.6587	NPC260601
Remote Similarity	0.6581	NPC476633
Remote Similarity	0.6575	NPC35543
Remote Similarity	0.6561	NPC105513
Remote Similarity	0.6556	NPC73280
Remote Similarity	0.6556	NPC222982
Remote Similarity	0.6554	NPC2682
Remote Similarity	0.6554	NPC106141
Remote Similarity	0.6541	NPC291847
Remote Similarity	0.6534	NPC7393
Remote Similarity	0.6524	NPC219170
Remote Similarity	0.6524	NPC180253
Remote Similarity	0.6516	NPC102639
Remote Similarity	0.6513	NPC123948
Remote Similarity	0.6509	NPC473769
Remote Similarity	0.6505	NPC313886
Remote Similarity	0.6505	NPC276060
Remote Similarity	0.6497	NPC474160
Remote Similarity	0.6497	NPC211218
Remote Similarity	0.6497	NPC76465
Remote Similarity	0.6497	NPC38761
Remote Similarity	0.6494	NPC475961
Remote Similarity	0.6494	NPC254625
Remote Similarity	0.649	NPC180508
Remote Similarity	0.649	NPC228287
Remote Similarity	0.6484	NPC168153
Remote Similarity	0.6474	NPC294244
Remote Similarity	0.6471	NPC33270
Remote Similarity	0.6471	NPC69261
Remote Similarity	0.6471	NPC474933
Remote Similarity	0.6471	NPC323948
Remote Similarity	0.6464	NPC225381
Remote Similarity	0.6456	NPC294156
Remote Similarity	0.6456	NPC256015
Remote Similarity	0.6453	NPC40209
Remote Similarity	0.6453	NPC322283
Remote Similarity	0.6443	NPC226914
Remote Similarity	0.6433	NPC36016
Remote Similarity	0.6433	NPC100099
Remote Similarity	0.6432	NPC472163
Remote Similarity	0.6424	NPC126637
Remote Similarity	0.6419	NPC97811
Remote Similarity	0.6415	NPC265483
Remote Similarity	0.6415	NPC17809
Remote Similarity	0.6415	NPC299584
Remote Similarity	0.6415	NPC102540
Remote Similarity	0.6415	NPC188022
Remote Similarity	0.6415	NPC285040
Remote Similarity	0.6415	NPC82483
Remote Similarity	0.6415	NPC105925
Remote Similarity	0.6415	NPC103420
Remote Similarity	0.6415	NPC113495
Remote Similarity	0.6412	NPC110337
Remote Similarity	0.641	NPC472596
Remote Similarity	0.6405	NPC150624
Remote Similarity	0.6405	NPC141090
Remote Similarity	0.6402	NPC22928
Remote Similarity	0.6392	NPC315807
Remote Similarity	0.6387	NPC184302
Remote Similarity	0.6387	NPC295259
Remote Similarity	0.6375	NPC18924
Remote Similarity	0.6375	NPC103823
Remote Similarity	0.6375	NPC283049
Remote Similarity	0.6375	NPC26879
Remote Similarity	0.6375	NPC50315
Remote Similarity	0.6375	NPC230479
Remote Similarity	0.6375	NPC214406
Remote Similarity	0.6375	NPC28730
Remote Similarity	0.6375	NPC78974
Remote Similarity	0.6375	NPC244364
Remote Similarity	0.6375	NPC44748
Remote Similarity	0.6375	NPC276212
Remote Similarity	0.6375	NPC223136
Remote Similarity	0.6369	NPC75713
Remote Similarity	0.6369	NPC54972
Remote Similarity	0.6369	NPC477886
Remote Similarity	0.6364	NPC219070
Remote Similarity	0.6364	NPC123323
Remote Similarity	0.6364	NPC127894
Remote Similarity	0.6364	NPC15860
Remote Similarity	0.6364	NPC470759
Remote Similarity	0.6359	NPC9475
Remote Similarity	0.6358	NPC262641
Remote Similarity	0.6358	NPC280606
Remote Similarity	0.6354	NPC56887
Remote Similarity	0.6354	NPC223077
Remote Similarity	0.6354	NPC193853
Remote Similarity	0.6352	NPC159132
Remote Similarity	0.6352	NPC95733
Remote Similarity	0.6352	NPC134195
Remote Similarity	0.6352	NPC197351
Remote Similarity	0.6352	NPC62101
Remote Similarity	0.6352	NPC106914
Remote Similarity	0.6352	NPC270030
Remote Similarity	0.6352	NPC86502
Remote Similarity	0.6352	NPC246648
Remote Similarity	0.6351	NPC186469
Remote Similarity	0.6347	NPC472883
Remote Similarity	0.6346	NPC41801
Remote Similarity	0.6343	NPC114124
Remote Similarity	0.6343	NPC206372
Remote Similarity	0.6343	NPC203424
Remote Similarity	0.634	NPC808
Remote Similarity	0.634	NPC53906
Remote Similarity	0.6335	NPC82679
Remote Similarity	0.6335	NPC169474
Remote Similarity	0.6335	NPC473221
Remote Similarity	0.6335	NPC324112
Remote Similarity	0.6335	NPC236791
Remote Similarity	0.6335	NPC124452
Remote Similarity	0.6335	NPC242032
Remote Similarity	0.6335	NPC282000
Remote Similarity	0.6335	NPC246620
Remote Similarity	0.6335	NPC159968
Remote Similarity	0.6335	NPC293054
Remote Similarity	0.6335	NPC74817
Remote Similarity	0.6333	NPC303521
Remote Similarity	0.6329	NPC18128
Remote Similarity	0.6329	NPC261661
Remote Similarity	0.6329	NPC77789
Remote Similarity	0.6327	NPC42383
Remote Similarity	0.6324	NPC316161
Remote Similarity	0.6323	NPC74821
Remote Similarity	0.6323	NPC190514
Remote Similarity	0.6319	NPC204947
Remote Similarity	0.6316	NPC26524
Remote Similarity	0.6312	NPC105031
Remote Similarity	0.6312	NPC29477
Remote Similarity	0.6312	NPC60885
Remote Similarity	0.6312	NPC234400
Remote Similarity	0.6307	NPC112766
Remote Similarity	0.6306	NPC180006
Remote Similarity	0.6306	NPC166759
Remote Similarity	0.6306	NPC235190
Remote Similarity	0.6306	NPC163200
Remote Similarity	0.6299	NPC114064
Remote Similarity	0.6298	NPC209377
Remote Similarity	0.6296	NPC475017
Remote Similarity	0.6296	NPC474651
Remote Similarity	0.6296	NPC53986
Remote Similarity	0.6296	NPC474623
Remote Similarity	0.6296	NPC38664
Remote Similarity	0.6296	NPC31707
Remote Similarity	0.6296	NPC274717
Remote Similarity	0.6296	NPC222572
Remote Similarity	0.6296	NPC87224
Remote Similarity	0.6291	NPC296920
Remote Similarity	0.6291	NPC90520
Remote Similarity	0.6289	NPC136319
Remote Similarity	0.6289	NPC282496
Remote Similarity	0.6289	NPC95168
Remote Similarity	0.6289	NPC109675
Remote Similarity	0.6289	NPC233526
Remote Similarity	0.6289	NPC273772
Remote Similarity	0.6282	NPC15805
Remote Similarity	0.6282	NPC298796
Remote Similarity	0.6282	NPC308217
Remote Similarity	0.6279	NPC473934
Remote Similarity	0.6277	NPC469829
Remote Similarity	0.6276	NPC241263
Remote Similarity	0.6275	NPC22610
Remote Similarity	0.6275	NPC276737
Remote Similarity	0.6273	NPC170485
Remote Similarity	0.6273	NPC223953
Remote Similarity	0.6273	NPC82299
Remote Similarity	0.627	NPC315631
Remote Similarity	0.6269	NPC471825
Remote Similarity	0.6258	NPC211120
Remote Similarity	0.6258	NPC93962
Remote Similarity	0.6258	NPC471519
Remote Similarity	0.6258	NPC195466
Remote Similarity	0.6258	NPC244816

Drug Structure

NPD3538 OpenBabel08211703112D 29 30 0 0 0 0 0 0 0 0999 V2000 6.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 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 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 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 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 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 5.5000 0.8660 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 2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 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 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 27 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 19 2 0 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 14 23 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 21 27 2 0 0 0 0 22 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002285
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.12
ALogP	-1.4239
MLogP	2.67
XLogP	2.278
HDA	3
HBD	1
Rotatable Bonds	13
TPSA	105.46
RO5 Violation	0