NPASS drugs

Drug Information

Drug ID:	NPD4944
Drug Name:	Spebrutinib
Molecular Formula:	C22H22FN5O3
Canonical SMILES:	COCCOc1ccc(cc1)Nc1ncc(c(=Nc2cccc(c2)N=C(C=C)O)[nH]1)F
Standard InCHI:	InChI=1S/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)
Standard InCHIKey:	KXBDTLQSDKGAEB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4944

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	247
0.1-0.2	3328
0.2-0.3	9517
0.3-0.4	4796
0.4-0.5	11125
0.5-0.6	1802
0.6-0.7	74
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	0.7456	NPC315257
Remote Similarity	0.6954	NPC264782
Remote Similarity	0.6899	NPC315632
Remote Similarity	0.6839	NPC314948
Remote Similarity	0.6753	NPC478049
Remote Similarity	0.6667	NPC85482
Remote Similarity	0.6646	NPC473987
Remote Similarity	0.6627	NPC297584
Remote Similarity	0.659	NPC473769
Remote Similarity	0.657	NPC260601
Remote Similarity	0.6566	NPC208022
Remote Similarity	0.6497	NPC13397
Remote Similarity	0.6495	NPC475411
Remote Similarity	0.648	NPC112766
Remote Similarity	0.6453	NPC476462
Remote Similarity	0.645	NPC237227
Remote Similarity	0.6444	NPC70549
Remote Similarity	0.6396	NPC198401
Remote Similarity	0.6386	NPC471306
Remote Similarity	0.6386	NPC471321
Remote Similarity	0.6375	NPC256369
Remote Similarity	0.634	NPC76327
Remote Similarity	0.6339	NPC230942
Remote Similarity	0.6339	NPC315498
Remote Similarity	0.6335	NPC263835
Remote Similarity	0.6272	NPC56271
Remote Similarity	0.6238	NPC25897
Remote Similarity	0.6218	NPC469831
Remote Similarity	0.6213	NPC476687
Remote Similarity	0.6213	NPC476689
Remote Similarity	0.6213	NPC476685
Remote Similarity	0.6212	NPC79213
Remote Similarity	0.6209	NPC10875
Remote Similarity	0.6209	NPC10730
Remote Similarity	0.6207	NPC314113
Remote Similarity	0.6196	NPC231862
Remote Similarity	0.6176	NPC471953
Remote Similarity	0.6162	NPC57105
Remote Similarity	0.6158	NPC473874
Remote Similarity	0.615	NPC314861
Remote Similarity	0.6138	NPC258773
Remote Similarity	0.6134	NPC176127
Remote Similarity	0.6125	NPC303370
Remote Similarity	0.6115	NPC226914
Remote Similarity	0.6114	NPC212850
Remote Similarity	0.6114	NPC83289
Remote Similarity	0.6114	NPC189724
Remote Similarity	0.6108	NPC19023
Remote Similarity	0.6108	NPC285635
Remote Similarity	0.6096	NPC70172
Remote Similarity	0.6092	NPC476475
Remote Similarity	0.6089	NPC245974
Remote Similarity	0.6067	NPC247298
Remote Similarity	0.6062	NPC316161
Remote Similarity	0.6061	NPC110741
Remote Similarity	0.6049	NPC214368
Remote Similarity	0.6043	NPC139506
Remote Similarity	0.6043	NPC292143
Remote Similarity	0.6042	NPC473432
Remote Similarity	0.6029	NPC476465
Remote Similarity	0.6024	NPC471314
Remote Similarity	0.6024	NPC471315
Remote Similarity	0.6022	NPC306366
Remote Similarity	0.6022	NPC93653
Remote Similarity	0.602	NPC469829
Remote Similarity	0.602	NPC307963
Remote Similarity	0.6011	NPC204179
Remote Similarity	0.6011	NPC471132
Remote Similarity	0.601	NPC66083
Remote Similarity	0.601	NPC220560
Remote Similarity	0.601	NPC283152
Remote Similarity	0.6	NPC187145
Remote Similarity	0.6	NPC161887
Remote Similarity	0.6	NPC118776
Remote Similarity	0.6	NPC83279
Remote Similarity	0.599	NPC473460
Remote Similarity	0.599	NPC313886
Remote Similarity	0.5989	NPC22014
Remote Similarity	0.5989	NPC177404
Remote Similarity	0.5988	NPC258992
Remote Similarity	0.5981	NPC16249
Remote Similarity	0.5966	NPC204156
Remote Similarity	0.5962	NPC266931
Remote Similarity	0.5959	NPC168153
Remote Similarity	0.5959	NPC290069
Remote Similarity	0.5955	NPC168750
Remote Similarity	0.5949	NPC255721
Remote Similarity	0.5948	NPC70201
Remote Similarity	0.5943	NPC242923
Remote Similarity	0.5942	NPC52801
Remote Similarity	0.5933	NPC261388
Remote Similarity	0.5932	NPC168861
Remote Similarity	0.593	NPC469830
Remote Similarity	0.5922	NPC78530
Remote Similarity	0.5918	NPC219963
Remote Similarity	0.5918	NPC144114
Remote Similarity	0.5914	NPC26850
Remote Similarity	0.5913	NPC223427
Remote Similarity	0.5913	NPC162484
Remote Similarity	0.5912	NPC9336
Remote Similarity	0.5907	NPC312872
Remote Similarity	0.5906	NPC226662
Remote Similarity	0.5896	NPC274732
Remote Similarity	0.5894	NPC111492
Remote Similarity	0.5893	NPC211218
Remote Similarity	0.5893	NPC328267
Remote Similarity	0.5885	NPC14651
Remote Similarity	0.5885	NPC310894
Remote Similarity	0.5885	NPC121658
Remote Similarity	0.5882	NPC301713
Remote Similarity	0.5882	NPC251090
Remote Similarity	0.5879	NPC43275
Remote Similarity	0.5877	NPC471614
Remote Similarity	0.5876	NPC47986
Remote Similarity	0.5876	NPC288943
Remote Similarity	0.5871	NPC76748
Remote Similarity	0.5871	NPC474430
Remote Similarity	0.5865	NPC475112
Remote Similarity	0.5865	NPC475085
Remote Similarity	0.5865	NPC291535
Remote Similarity	0.5862	NPC184437
Remote Similarity	0.5859	NPC84478
Remote Similarity	0.5858	NPC62101
Remote Similarity	0.5858	NPC95733
Remote Similarity	0.5857	NPC476106
Remote Similarity	0.5856	NPC157931
Remote Similarity	0.5856	NPC9373
Remote Similarity	0.5854	NPC323948
Remote Similarity	0.5851	NPC235628
Remote Similarity	0.5849	NPC475133
Remote Similarity	0.5848	NPC160666
Remote Similarity	0.5847	NPC76412
Remote Similarity	0.5845	NPC329793
Remote Similarity	0.5845	NPC127178
Remote Similarity	0.5843	NPC53596
Remote Similarity	0.5843	NPC471308
Remote Similarity	0.5843	NPC160120
Remote Similarity	0.5843	NPC289330
Remote Similarity	0.5843	NPC17388
Remote Similarity	0.5843	NPC41801
Remote Similarity	0.5842	NPC92111
Remote Similarity	0.5842	NPC92803
Remote Similarity	0.5842	NPC247251
Remote Similarity	0.5841	NPC48353
Remote Similarity	0.5838	NPC26872
Remote Similarity	0.5838	NPC477891
Remote Similarity	0.5838	NPC313466
Remote Similarity	0.5838	NPC266551
Remote Similarity	0.5833	NPC476518
Remote Similarity	0.5829	NPC469428
Remote Similarity	0.5826	NPC308906
Remote Similarity	0.5825	NPC72211
Remote Similarity	0.5821	NPC296527
Remote Similarity	0.5821	NPC18890
Remote Similarity	0.5819	NPC214988
Remote Similarity	0.5815	NPC60538
Remote Similarity	0.5815	NPC207824
Remote Similarity	0.5814	NPC155838
Remote Similarity	0.5812	NPC471652
Remote Similarity	0.5812	NPC127362
Remote Similarity	0.581	NPC264166
Remote Similarity	0.581	NPC118832
Remote Similarity	0.581	NPC329708
Remote Similarity	0.581	NPC47059
Remote Similarity	0.581	NPC274291
Remote Similarity	0.581	NPC165349
Remote Similarity	0.5805	NPC307123
Remote Similarity	0.5805	NPC247018
Remote Similarity	0.5805	NPC97870
Remote Similarity	0.5803	NPC476686
Remote Similarity	0.5803	NPC105758
Remote Similarity	0.5803	NPC471604
Remote Similarity	0.5803	NPC476688
Remote Similarity	0.5795	NPC13826
Remote Similarity	0.5795	NPC209195
Remote Similarity	0.5792	NPC130570
Remote Similarity	0.5792	NPC5630
Remote Similarity	0.5792	NPC471593
Remote Similarity	0.5789	NPC135887
Remote Similarity	0.5789	NPC199277
Remote Similarity	0.5789	NPC311357
Remote Similarity	0.5787	NPC283810
Remote Similarity	0.5784	NPC184161
Remote Similarity	0.5784	NPC226202
Remote Similarity	0.5781	NPC278874
Remote Similarity	0.578	NPC195749
Remote Similarity	0.578	NPC52029
Remote Similarity	0.578	NPC35961
Remote Similarity	0.5775	NPC292003
Remote Similarity	0.5773	NPC208060
Remote Similarity	0.5771	NPC267237
Remote Similarity	0.5767	NPC119722
Remote Similarity	0.5759	NPC24954
Remote Similarity	0.5756	NPC251571
Remote Similarity	0.5756	NPC186898
Remote Similarity	0.5756	NPC280638
Remote Similarity	0.5753	NPC76213
Remote Similarity	0.5753	NPC277669
Remote Similarity	0.575	NPC20249
Remote Similarity	0.5748	NPC471304

Drug Structure

NPD4944 OpenBabel08211706322D 34 36 0 0 0 0 0 0 0 0999 V2000 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -4.3301 -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 3.4641 0.0000 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 4.3301 -0.5000 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 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 2.5981 -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 -0.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 30 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 30 1 0 0 0 0 12 31 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 19 2 0 0 0 0 14 24 1 0 0 0 0 15 27 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 31 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 25 2 3 0 0 0 20 29 1 0 0 0 0 21 26 2 3 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	423.17
ALogP	-0.7968
MLogP	2.89
XLogP	4.457
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	99.83
RO5 Violation	0