NPASS drugs

Drug Information

Drug ID:	NPD6155
Drug Name:	Birabresib
Molecular Formula:	C25H22ClN5O2S
Canonical SMILES:	O=C(C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)Nc1ccc(cc1)O
Standard InCHI:	InChI=1S/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/t20-/m0/s1
Standard InCHIKey:	GNMUEVRJHCWKTO-FQEVSTJZSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6155

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	506
0.1-0.2	5649
0.2-0.3	8294
0.3-0.4	12304
0.4-0.5	2806
0.5-0.6	1291
0.6-0.7	38
0.7-0.8	2
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	0.7045	NPC315822
Intermediate Similarity	0.7008	NPC39092
Remote Similarity	0.658	NPC41982
Remote Similarity	0.6482	NPC130570
Remote Similarity	0.64	NPC62995
Remote Similarity	0.6364	NPC171393
Remote Similarity	0.6364	NPC295452
Remote Similarity	0.6221	NPC323198
Remote Similarity	0.6215	NPC471603
Remote Similarity	0.6197	NPC249662
Remote Similarity	0.6181	NPC477633
Remote Similarity	0.6175	NPC242923
Remote Similarity	0.6165	NPC471614
Remote Similarity	0.6154	NPC323244
Remote Similarity	0.6151	NPC188104
Remote Similarity	0.6145	NPC119006
Remote Similarity	0.6145	NPC63109
Remote Similarity	0.6126	NPC282247
Remote Similarity	0.6125	NPC471593
Remote Similarity	0.6124	NPC220851
Remote Similarity	0.6122	NPC328924
Remote Similarity	0.6117	NPC153400
Remote Similarity	0.6103	NPC478030
Remote Similarity	0.6102	NPC144114
Remote Similarity	0.6102	NPC477891
Remote Similarity	0.6091	NPC280638
Remote Similarity	0.609	NPC28945
Remote Similarity	0.6071	NPC314056
Remote Similarity	0.6065	NPC74619
Remote Similarity	0.6064	NPC475070
Remote Similarity	0.6053	NPC35042
Remote Similarity	0.6042	NPC238242
Remote Similarity	0.6032	NPC476116
Remote Similarity	0.6024	NPC251036
Remote Similarity	0.6016	NPC322064
Remote Similarity	0.6008	NPC250178
Remote Similarity	0.6008	NPC48317
Remote Similarity	0.6007	NPC150447
Remote Similarity	0.6007	NPC478013
Remote Similarity	0.6	NPC477516
Remote Similarity	0.5992	NPC79386
Remote Similarity	0.5985	NPC326363
Remote Similarity	0.5983	NPC208060
Remote Similarity	0.597	NPC157931
Remote Similarity	0.5956	NPC228206
Remote Similarity	0.5955	NPC325976
Remote Similarity	0.5953	NPC469928
Remote Similarity	0.5952	NPC243850
Remote Similarity	0.594	NPC105758
Remote Similarity	0.594	NPC476688
Remote Similarity	0.594	NPC476686
Remote Similarity	0.5932	NPC132631
Remote Similarity	0.5932	NPC2497
Remote Similarity	0.5932	NPC103687
Remote Similarity	0.593	NPC476041
Remote Similarity	0.593	NPC304926
Remote Similarity	0.5923	NPC478012
Remote Similarity	0.5923	NPC278874
Remote Similarity	0.5923	NPC478011
Remote Similarity	0.5921	NPC314882
Remote Similarity	0.5918	NPC220852
Remote Similarity	0.5911	NPC285343
Remote Similarity	0.5909	NPC187145
Remote Similarity	0.5906	NPC475350
Remote Similarity	0.5906	NPC14877
Remote Similarity	0.5906	NPC145178
Remote Similarity	0.5904	NPC249040
Remote Similarity	0.5903	NPC477634
Remote Similarity	0.5903	NPC314176
Remote Similarity	0.59	NPC473317
Remote Similarity	0.5896	NPC476098
Remote Similarity	0.5896	NPC143325
Remote Similarity	0.5894	NPC276517
Remote Similarity	0.5893	NPC478006
Remote Similarity	0.5889	NPC270918
Remote Similarity	0.5889	NPC53344
Remote Similarity	0.5885	NPC472289
Remote Similarity	0.5878	NPC478141
Remote Similarity	0.5878	NPC99666
Remote Similarity	0.5871	NPC319232
Remote Similarity	0.5871	NPC214142
Remote Similarity	0.5871	NPC24370
Remote Similarity	0.5868	NPC77101
Remote Similarity	0.5862	NPC276657
Remote Similarity	0.5862	NPC272174
Remote Similarity	0.5857	NPC211813
Remote Similarity	0.5849	NPC118559
Remote Similarity	0.5849	NPC470126
Remote Similarity	0.5849	NPC261251
Remote Similarity	0.5849	NPC124920
Remote Similarity	0.5849	NPC304307
Remote Similarity	0.5849	NPC34580
Remote Similarity	0.5849	NPC257851
Remote Similarity	0.5847	NPC77555
Remote Similarity	0.5846	NPC264285
Remote Similarity	0.5843	NPC160666
Remote Similarity	0.584	NPC474896
Remote Similarity	0.5833	NPC125597
Remote Similarity	0.5833	NPC223427
Remote Similarity	0.5833	NPC75498
Remote Similarity	0.583	NPC75609
Remote Similarity	0.583	NPC140284
Remote Similarity	0.5827	NPC253580
Remote Similarity	0.5827	NPC156003
Remote Similarity	0.5827	NPC100547
Remote Similarity	0.5824	NPC308906
Remote Similarity	0.5817	NPC31097
Remote Similarity	0.5816	NPC88363
Remote Similarity	0.5815	NPC477549
Remote Similarity	0.5813	NPC324149
Remote Similarity	0.5812	NPC477635
Remote Similarity	0.5812	NPC477630
Remote Similarity	0.5811	NPC60006
Remote Similarity	0.5805	NPC223409
Remote Similarity	0.5805	NPC322135
Remote Similarity	0.5805	NPC95240
Remote Similarity	0.5802	NPC171171
Remote Similarity	0.5785	NPC303658
Remote Similarity	0.5784	NPC14288
Remote Similarity	0.5783	NPC156704
Remote Similarity	0.5772	NPC41679
Remote Similarity	0.5772	NPC92803
Remote Similarity	0.5769	NPC330009
Remote Similarity	0.5768	NPC66777
Remote Similarity	0.5768	NPC471762
Remote Similarity	0.5763	NPC255110
Remote Similarity	0.5762	NPC207686
Remote Similarity	0.5762	NPC321592
Remote Similarity	0.5762	NPC54803
Remote Similarity	0.5762	NPC475196
Remote Similarity	0.5761	NPC314002
Remote Similarity	0.5761	NPC49051
Remote Similarity	0.5759	NPC5145
Remote Similarity	0.5759	NPC471304
Remote Similarity	0.5758	NPC16352
Remote Similarity	0.5755	NPC128751
Remote Similarity	0.5755	NPC230805
Remote Similarity	0.5755	NPC246700
Remote Similarity	0.5753	NPC74562
Remote Similarity	0.5753	NPC316181
Remote Similarity	0.5753	NPC151781
Remote Similarity	0.5753	NPC471663
Remote Similarity	0.5753	NPC477610
Remote Similarity	0.5752	NPC153467
Remote Similarity	0.5751	NPC224632
Remote Similarity	0.5749	NPC478010
Remote Similarity	0.5749	NPC478009
Remote Similarity	0.5747	NPC469727
Remote Similarity	0.5746	NPC69843
Remote Similarity	0.5742	NPC476465
Remote Similarity	0.5742	NPC71238
Remote Similarity	0.5741	NPC284888
Remote Similarity	0.5741	NPC323752
Remote Similarity	0.5735	NPC56271
Remote Similarity	0.5732	NPC469497
Remote Similarity	0.5732	NPC106833
Remote Similarity	0.5729	NPC117980
Remote Similarity	0.5726	NPC271792
Remote Similarity	0.5726	NPC476118
Remote Similarity	0.5725	NPC300114
Remote Similarity	0.572	NPC33064
Remote Similarity	0.572	NPC245055
Remote Similarity	0.572	NPC204717
Remote Similarity	0.572	NPC78767
Remote Similarity	0.572	NPC473814
Remote Similarity	0.5714	NPC245348
Remote Similarity	0.5714	NPC315491
Remote Similarity	0.5714	NPC474409
Remote Similarity	0.5714	NPC45459
Remote Similarity	0.5714	NPC315467
Remote Similarity	0.5714	NPC35761
Remote Similarity	0.5714	NPC82472
Remote Similarity	0.5709	NPC183407
Remote Similarity	0.5709	NPC200836
Remote Similarity	0.5709	NPC74969
Remote Similarity	0.5709	NPC237978
Remote Similarity	0.5704	NPC477418
Remote Similarity	0.5704	NPC477420
Remote Similarity	0.5703	NPC471155
Remote Similarity	0.5698	NPC162748
Remote Similarity	0.5697	NPC306376
Remote Similarity	0.5691	NPC18890
Remote Similarity	0.5687	NPC27041
Remote Similarity	0.5685	NPC72980
Remote Similarity	0.5683	NPC63279
Remote Similarity	0.5682	NPC14686
Remote Similarity	0.5681	NPC270241
Remote Similarity	0.568	NPC242209
Remote Similarity	0.5679	NPC316110
Remote Similarity	0.5679	NPC220765
Remote Similarity	0.5679	NPC471609
Remote Similarity	0.5679	NPC471785
Remote Similarity	0.5679	NPC315893
Remote Similarity	0.5679	NPC313587
Remote Similarity	0.5678	NPC184225
Remote Similarity	0.5676	NPC54981
Remote Similarity	0.5675	NPC18487
Remote Similarity	0.5672	NPC6215
Remote Similarity	0.5664	NPC225400
Remote Similarity	0.5664	NPC471191

Drug Structure

NPD6155 OpenBabel08211709092D 36 40 0 0 1 0 0 0 0 0999 V2000 4.8166 -1.2831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0440 0.8805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6731 1.9740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1154 -3.4414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3851 -2.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7955 -4.1744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0652 -2.9963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5160 -3.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6499 -1.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3820 -2.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5160 -1.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0821 -1.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0734 -0.6140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1780 0.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1861 1.1005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4101 -2.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7705 -3.9519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6499 -2.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3820 -1.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9481 -1.4842 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0821 -2.9842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0953 -0.8219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7299 -1.7528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8734 -0.4870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5953 0.0441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4506 -4.6850 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7839 -3.4842 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7744 -2.0475 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1933 0.9811 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 1.6065 0.1932 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2480 -1.4842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9481 -3.4842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2644 0.7873 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7839 -4.4842 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2480 -0.4842 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 22 1 0 0 0 0 14 34 1 0 0 0 0 15 29 2 0 0 0 0 15 31 1 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 32 1 0 0 0 0 20 12 1 1 0 0 0 20 24 1 0 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 21 33 2 0 0 0 0 22 23 1 0 0 0 0 22 25 2 0 0 0 0 23 28 2 0 0 0 0 24 30 2 0 0 0 0 24 31 1 0 0 0 0 25 31 1 0 0 0 0 25 34 1 0 0 0 0 27 35 1 0 0 0 0 29 30 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004390
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	491.12
ALogP	1.1525
MLogP	3.22
XLogP	5.16
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	120.12
RO5 Violation	1