NPASS drugs

Drug Information

Drug ID:	NPD4442
Drug Name:	Osi-027
Molecular Formula:	C21H22N6O3
Canonical SMILES:	COc1cccc2c1[nH]c(c2)c1nc(n2c1c(N)ncn2)[C@@H]1CC[C@H](CC1)C(=O)O
Standard InCHI:	InChI=1S/C21H22N6O3/c1-30-15-4-2-3-13-9-14(25-16(13)15)17-18-19(22)23-10-24-27(18)20(26-17)11-5-7-12(8-6-11)21(28)29/h2-4,9-12,25H,5-8H2,1H3,(H,28,29)(H2,22,23,24)/t11-,12-
Standard InCHIKey:	JROFGZPOBKIAEW-HAQNSBGRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4442

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	452
0.1-0.2	2901
0.2-0.3	10025
0.3-0.4	11491
0.4-0.5	3592
0.5-0.6	1662
0.6-0.7	721
0.7-0.8	46
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	0.78	NPC295452
Intermediate Similarity	0.78	NPC171393
Intermediate Similarity	0.7551	NPC130570
Intermediate Similarity	0.755	NPC101543
Intermediate Similarity	0.7548	NPC74619
Intermediate Similarity	0.748	NPC469554
Intermediate Similarity	0.7469	NPC476287
Intermediate Similarity	0.7405	NPC53534
Intermediate Similarity	0.7384	NPC476138
Intermediate Similarity	0.7384	NPC245816
Intermediate Similarity	0.7381	NPC180504
Intermediate Similarity	0.7291	NPC314954
Intermediate Similarity	0.728	NPC472066
Intermediate Similarity	0.728	NPC26543
Intermediate Similarity	0.728	NPC472067
Intermediate Similarity	0.728	NPC472031
Intermediate Similarity	0.7266	NPC30540
Intermediate Similarity	0.7258	NPC60621
Intermediate Similarity	0.7245	NPC63109
Intermediate Similarity	0.7239	NPC152620
Intermediate Similarity	0.7213	NPC26679
Intermediate Similarity	0.7195	NPC470799
Intermediate Similarity	0.7195	NPC8022
Intermediate Similarity	0.7195	NPC62995
Intermediate Similarity	0.716	NPC185782
Intermediate Similarity	0.7149	NPC132642
Intermediate Similarity	0.7143	NPC148889
Intermediate Similarity	0.7143	NPC94157
Intermediate Similarity	0.7137	NPC473186
Intermediate Similarity	0.7115	NPC39092
Intermediate Similarity	0.7115	NPC257851
Intermediate Similarity	0.7098	NPC260434
Intermediate Similarity	0.7098	NPC160666
Intermediate Similarity	0.7095	NPC223427
Intermediate Similarity	0.7095	NPC475774
Intermediate Similarity	0.7093	NPC15801
Intermediate Similarity	0.7082	NPC39370
Intermediate Similarity	0.7073	NPC471603
Intermediate Similarity	0.7068	NPC184408
Intermediate Similarity	0.7066	NPC101350
Intermediate Similarity	0.705	NPC473312
Intermediate Similarity	0.7042	NPC19872
Intermediate Similarity	0.7027	NPC235685
Intermediate Similarity	0.7008	NPC472068
Intermediate Similarity	0.7004	NPC473180
Intermediate Similarity	0.7	NPC476167
Remote Similarity	0.6992	NPC199667
Remote Similarity	0.6981	NPC63971
Remote Similarity	0.6981	NPC91868
Remote Similarity	0.698	NPC473185
Remote Similarity	0.698	NPC187145
Remote Similarity	0.698	NPC157931
Remote Similarity	0.6976	NPC39500
Remote Similarity	0.6972	NPC193267
Remote Similarity	0.6972	NPC473179
Remote Similarity	0.6972	NPC213530
Remote Similarity	0.6971	NPC176538
Remote Similarity	0.6958	NPC192315
Remote Similarity	0.6951	NPC473181
Remote Similarity	0.695	NPC182222
Remote Similarity	0.6947	NPC477066
Remote Similarity	0.6932	NPC96321
Remote Similarity	0.6926	NPC258048
Remote Similarity	0.6923	NPC167860
Remote Similarity	0.6923	NPC5145
Remote Similarity	0.6923	NPC123976
Remote Similarity	0.6923	NPC471304
Remote Similarity	0.692	NPC477067
Remote Similarity	0.692	NPC478082
Remote Similarity	0.692	NPC478081
Remote Similarity	0.6911	NPC476465
Remote Similarity	0.6906	NPC178858
Remote Similarity	0.6906	NPC77101
Remote Similarity	0.6905	NPC292958
Remote Similarity	0.69	NPC150447
Remote Similarity	0.69	NPC478006
Remote Similarity	0.6892	NPC304926
Remote Similarity	0.6892	NPC476041
Remote Similarity	0.6891	NPC51854
Remote Similarity	0.6891	NPC165964
Remote Similarity	0.689	NPC144452
Remote Similarity	0.6887	NPC274640
Remote Similarity	0.688	NPC471891
Remote Similarity	0.6875	NPC132631
Remote Similarity	0.6875	NPC103687
Remote Similarity	0.6873	NPC315467
Remote Similarity	0.687	NPC41679
Remote Similarity	0.6865	NPC303658
Remote Similarity	0.6862	NPC475190
Remote Similarity	0.686	NPC18487
Remote Similarity	0.686	NPC128823
Remote Similarity	0.6857	NPC475070
Remote Similarity	0.6854	NPC9729
Remote Similarity	0.6852	NPC478080
Remote Similarity	0.685	NPC310118
Remote Similarity	0.6848	NPC478010
Remote Similarity	0.6848	NPC323244
Remote Similarity	0.6848	NPC478009
Remote Similarity	0.6836	NPC125597
Remote Similarity	0.6835	NPC242928
Remote Similarity	0.6834	NPC476451
Remote Similarity	0.6834	NPC474688
Remote Similarity	0.6827	NPC187501
Remote Similarity	0.6823	NPC117980
Remote Similarity	0.6822	NPC471762
Remote Similarity	0.6818	NPC475844
Remote Similarity	0.6816	NPC17437
Remote Similarity	0.6813	NPC118228
Remote Similarity	0.6808	NPC474192
Remote Similarity	0.6808	NPC207686
Remote Similarity	0.6808	NPC475720
Remote Similarity	0.6807	NPC477633
Remote Similarity	0.6803	NPC232727
Remote Similarity	0.68	NPC472098
Remote Similarity	0.6798	NPC473041
Remote Similarity	0.6797	NPC122436
Remote Similarity	0.6797	NPC229893
Remote Similarity	0.6794	NPC295228
Remote Similarity	0.6792	NPC473540
Remote Similarity	0.6786	NPC152768
Remote Similarity	0.6786	NPC148183
Remote Similarity	0.6784	NPC473317
Remote Similarity	0.6782	NPC141053
Remote Similarity	0.6772	NPC308906
Remote Similarity	0.6768	NPC473183
Remote Similarity	0.676	NPC208284
Remote Similarity	0.676	NPC242923
Remote Similarity	0.6759	NPC305984
Remote Similarity	0.6756	NPC473184
Remote Similarity	0.6753	NPC314882
Remote Similarity	0.6748	NPC476098
Remote Similarity	0.6745	NPC225279
Remote Similarity	0.6745	NPC472099
Remote Similarity	0.6744	NPC319232
Remote Similarity	0.6744	NPC24370
Remote Similarity	0.6743	NPC328924
Remote Similarity	0.674	NPC475746
Remote Similarity	0.6734	NPC321428
Remote Similarity	0.6733	NPC118940
Remote Similarity	0.6732	NPC51388
Remote Similarity	0.6723	NPC474798
Remote Similarity	0.6721	NPC285558
Remote Similarity	0.6721	NPC470500
Remote Similarity	0.6719	NPC469928
Remote Similarity	0.6719	NPC36405
Remote Similarity	0.6718	NPC110151
Remote Similarity	0.6715	NPC314056
Remote Similarity	0.6708	NPC267928
Remote Similarity	0.6707	NPC266249
Remote Similarity	0.6706	NPC282247
Remote Similarity	0.6706	NPC471080
Remote Similarity	0.6706	NPC469592
Remote Similarity	0.6705	NPC184680
Remote Similarity	0.6705	NPC475253
Remote Similarity	0.6702	NPC314222
Remote Similarity	0.6702	NPC196449
Remote Similarity	0.6692	NPC66777
Remote Similarity	0.668	NPC323969
Remote Similarity	0.6679	NPC470785
Remote Similarity	0.6679	NPC208522
Remote Similarity	0.6679	NPC81939
Remote Similarity	0.6679	NPC56271
Remote Similarity	0.6667	NPC478011
Remote Similarity	0.6667	NPC478012
Remote Similarity	0.6654	NPC323752
Remote Similarity	0.6654	NPC170114
Remote Similarity	0.6654	NPC475666
Remote Similarity	0.6654	NPC473182
Remote Similarity	0.6654	NPC6215
Remote Similarity	0.6654	NPC475816
Remote Similarity	0.6654	NPC477861
Remote Similarity	0.6653	NPC307963
Remote Similarity	0.6653	NPC123839
Remote Similarity	0.6643	NPC314176
Remote Similarity	0.6643	NPC478013
Remote Similarity	0.6642	NPC285343
Remote Similarity	0.6642	NPC184225
Remote Similarity	0.6642	NPC28945
Remote Similarity	0.6641	NPC21638
Remote Similarity	0.6641	NPC179287
Remote Similarity	0.6641	NPC208084
Remote Similarity	0.6641	NPC474701
Remote Similarity	0.6641	NPC250178
Remote Similarity	0.664	NPC287208
Remote Similarity	0.664	NPC478074
Remote Similarity	0.663	NPC161801
Remote Similarity	0.6628	NPC33949
Remote Similarity	0.6628	NPC311906
Remote Similarity	0.6628	NPC194740
Remote Similarity	0.6627	NPC312645
Remote Similarity	0.6627	NPC300156
Remote Similarity	0.6625	NPC230805
Remote Similarity	0.6617	NPC470784
Remote Similarity	0.6616	NPC49547
Remote Similarity	0.6614	NPC470549
Remote Similarity	0.6614	NPC50511
Remote Similarity	0.6612	NPC324149
Remote Similarity	0.6606	NPC303374
Remote Similarity	0.6603	NPC326363
Remote Similarity	0.6602	NPC469594

Drug Structure

NPD4442 OpenBabel08211705262D 34 38 0 0 1 0 0 0 0 0999 V2000 5.8097 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7226 -1.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7045 -2.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5316 -1.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5135 -3.1701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4271 -2.7634 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0777 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0777 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 1.2872 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 -3.2361 -3.3511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1100 1.5962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4158 1.9563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 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 -3.1315 -4.3457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1496 -2.9444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3179 2.5743 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8532 0.9271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8176 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9586 -3.5322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 15 2 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 14 2 0 0 0 0 10 23 1 0 0 0 0 10 24 2 0 0 0 0 11 20 1 6 0 0 0 12 21 1 1 0 0 0 13 16 2 0 0 0 0 14 17 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 30 1 0 0 0 0 16 25 1 0 0 0 0 17 18 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 27 1 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 24 27 1 0 0 0 0 25 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	406.18
ALogP	-0.8771
MLogP	2.78
XLogP	1.911
HDA	8
HBD	3
Rotatable Bonds	7
TPSA	131.42
RO5 Violation	0