NPASS drugs

Drug Information

Drug ID:	NPD3003
Drug Name:	carazolol
Molecular Formula:	C18H22N2O2
Canonical SMILES:	OC(COc1cccc2c1c1ccccc1[nH]2)CNC(C)C
Standard InCHI:	InChI=1S/C18H22N2O2/c1-12(2)19-10-13(21)11-22-17-9-5-8-16-18(17)14-6-3-4-7-15(14)20-16/h3-9,12-13,19-21H,10-11H2,1-2H3
Standard InCHIKey:	BQXQGZPYHWWCEB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3003

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	316
0.1-0.2	1779
0.2-0.3	10147
0.3-0.4	3547
0.4-0.5	10639
0.5-0.6	2691
0.6-0.7	1295
0.7-0.8	417
0.8-0.85	49
0.85-0.9	10
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
High Similarity	0.8737	NPC471080
High Similarity	0.8737	NPC469592
High Similarity	0.8667	NPC476106
High Similarity	0.8594	NPC72211
High Similarity	0.8564	NPC469594
High Similarity	0.8542	NPC70956
High Similarity	0.8542	NPC243834
High Similarity	0.8513	NPC475112
High Similarity	0.8513	NPC475085
High Similarity	0.8513	NPC291535
Intermediate Similarity	0.849	NPC70259
Intermediate Similarity	0.8469	NPC162484
Intermediate Similarity	0.8449	NPC84478
Intermediate Similarity	0.8438	NPC205934
Intermediate Similarity	0.8438	NPC43787
Intermediate Similarity	0.8394	NPC13880
Intermediate Similarity	0.8392	NPC475910
Intermediate Similarity	0.8342	NPC131017
Intermediate Similarity	0.8325	NPC199277
Intermediate Similarity	0.8325	NPC135887
Intermediate Similarity	0.8316	NPC329747
Intermediate Similarity	0.8259	NPC469589
Intermediate Similarity	0.825	NPC193777
Intermediate Similarity	0.8227	NPC48353
Intermediate Similarity	0.8218	NPC11464
Intermediate Similarity	0.8216	NPC474409
Intermediate Similarity	0.8205	NPC251090
Intermediate Similarity	0.8201	NPC176127
Intermediate Similarity	0.8196	NPC307963
Intermediate Similarity	0.8195	NPC170114
Intermediate Similarity	0.8182	NPC267423
Intermediate Similarity	0.8182	NPC476044
Intermediate Similarity	0.8168	NPC201697
Intermediate Similarity	0.8152	NPC110151
Intermediate Similarity	0.815	NPC470930
Intermediate Similarity	0.815	NPC285558
Intermediate Similarity	0.8146	NPC470549
Intermediate Similarity	0.8137	NPC316981
Intermediate Similarity	0.8107	NPC152768
Intermediate Similarity	0.8107	NPC148183
Intermediate Similarity	0.8098	NPC266931
Intermediate Similarity	0.8086	NPC477532
Intermediate Similarity	0.8081	NPC128823
Intermediate Similarity	0.8079	NPC209769
Intermediate Similarity	0.8066	NPC473185
Intermediate Similarity	0.8041	NPC76748
Intermediate Similarity	0.804	NPC121772
Intermediate Similarity	0.8038	NPC477533
Intermediate Similarity	0.8037	NPC475253
Intermediate Similarity	0.8029	NPC303658
Intermediate Similarity	0.8021	NPC94943
Intermediate Similarity	0.8019	NPC288349
Intermediate Similarity	0.8018	NPC473183
Intermediate Similarity	0.801	NPC279401
Intermediate Similarity	0.801	NPC79293
Intermediate Similarity	0.801	NPC478074
Intermediate Similarity	0.8	NPC232727
Intermediate Similarity	0.8	NPC92111
Intermediate Similarity	0.8	NPC310118
Intermediate Similarity	0.799	NPC296527
Intermediate Similarity	0.799	NPC473179
Intermediate Similarity	0.7969	NPC190007
Intermediate Similarity	0.7952	NPC132642
Intermediate Similarity	0.795	NPC329793
Intermediate Similarity	0.7947	NPC72980
Intermediate Similarity	0.7936	NPC184680
Intermediate Similarity	0.7926	NPC473184
Intermediate Similarity	0.7921	NPC223427
Intermediate Similarity	0.7919	NPC106937
Intermediate Similarity	0.7917	NPC212535
Intermediate Similarity	0.7905	NPC193267
Intermediate Similarity	0.7905	NPC213530
Intermediate Similarity	0.79	NPC470784
Intermediate Similarity	0.79	NPC470785
Intermediate Similarity	0.7897	NPC242928
Intermediate Similarity	0.7877	NPC280272
Intermediate Similarity	0.7874	NPC94157
Intermediate Similarity	0.7864	NPC167860
Intermediate Similarity	0.7864	NPC123976
Intermediate Similarity	0.7861	NPC19872
Intermediate Similarity	0.786	NPC252251
Intermediate Similarity	0.7846	NPC46580
Intermediate Similarity	0.7843	NPC472111
Intermediate Similarity	0.783	NPC198503
Intermediate Similarity	0.7801	NPC283152
Intermediate Similarity	0.78	NPC153042
Intermediate Similarity	0.7798	NPC473182
Intermediate Similarity	0.7788	NPC477531
Intermediate Similarity	0.7783	NPC150239
Intermediate Similarity	0.7778	NPC471304
Intermediate Similarity	0.7773	NPC473041
Intermediate Similarity	0.7772	NPC474798
Intermediate Similarity	0.7772	NPC249040
Intermediate Similarity	0.7772	NPC176538
Intermediate Similarity	0.775	NPC242209
Intermediate Similarity	0.7742	NPC209174
Intermediate Similarity	0.7739	NPC475190
Intermediate Similarity	0.7732	NPC472444
Intermediate Similarity	0.7725	NPC305984
Intermediate Similarity	0.7718	NPC249583
Intermediate Similarity	0.7703	NPC26679
Intermediate Similarity	0.7703	NPC310211
Intermediate Similarity	0.7703	NPC308137
Intermediate Similarity	0.7696	NPC194740
Intermediate Similarity	0.7692	NPC5145
Intermediate Similarity	0.7689	NPC247803
Intermediate Similarity	0.7688	NPC99666
Intermediate Similarity	0.7681	NPC470931
Intermediate Similarity	0.768	NPC314394
Intermediate Similarity	0.7676	NPC26850
Intermediate Similarity	0.7668	NPC472443
Intermediate Similarity	0.7664	NPC60621
Intermediate Similarity	0.7656	NPC87413
Intermediate Similarity	0.7656	NPC208284
Intermediate Similarity	0.7639	NPC21638
Intermediate Similarity	0.7636	NPC473105
Intermediate Similarity	0.7635	NPC18487
Intermediate Similarity	0.7633	NPC4687
Intermediate Similarity	0.7626	NPC246700
Intermediate Similarity	0.7626	NPC128751
Intermediate Similarity	0.7619	NPC473180
Intermediate Similarity	0.7617	NPC128115
Intermediate Similarity	0.7615	NPC314954
Intermediate Similarity	0.7609	NPC26872
Intermediate Similarity	0.7606	NPC96321
Intermediate Similarity	0.7606	NPC46561
Intermediate Similarity	0.7602	NPC277351
Intermediate Similarity	0.7598	NPC11017
Intermediate Similarity	0.7598	NPC315957
Intermediate Similarity	0.7591	NPC474192
Intermediate Similarity	0.7591	NPC469554
Intermediate Similarity	0.7591	NPC475720
Intermediate Similarity	0.7588	NPC469497
Intermediate Similarity	0.7588	NPC106833
Intermediate Similarity	0.7586	NPC306376
Intermediate Similarity	0.7577	NPC88363
Intermediate Similarity	0.7573	NPC475774
Intermediate Similarity	0.7573	NPC476138
Intermediate Similarity	0.7573	NPC245816
Intermediate Similarity	0.7563	NPC314002
Intermediate Similarity	0.756	NPC185782
Intermediate Similarity	0.7559	NPC169402
Intermediate Similarity	0.7557	NPC180504
Intermediate Similarity	0.7553	NPC177404
Intermediate Similarity	0.7549	NPC32200
Intermediate Similarity	0.7547	NPC116238
Intermediate Similarity	0.7536	NPC203168
Intermediate Similarity	0.7535	NPC174760
Intermediate Similarity	0.7534	NPC6786
Intermediate Similarity	0.7526	NPC96890
Intermediate Similarity	0.7525	NPC171171
Intermediate Similarity	0.7524	NPC199667
Intermediate Similarity	0.7524	NPC219664
Intermediate Similarity	0.7513	NPC204717
Intermediate Similarity	0.7513	NPC472586
Intermediate Similarity	0.7513	NPC62069
Intermediate Similarity	0.7512	NPC183407
Intermediate Similarity	0.7512	NPC8022
Intermediate Similarity	0.7512	NPC476465
Intermediate Similarity	0.7512	NPC470799
Intermediate Similarity	0.7512	NPC74969
Intermediate Similarity	0.75	NPC45190
Intermediate Similarity	0.75	NPC280799
Intermediate Similarity	0.75	NPC476287
Intermediate Similarity	0.7489	NPC473187
Intermediate Similarity	0.7489	NPC78609
Intermediate Similarity	0.7489	NPC284141
Intermediate Similarity	0.7488	NPC208084
Intermediate Similarity	0.7487	NPC270009
Intermediate Similarity	0.7477	NPC179287
Intermediate Similarity	0.7477	NPC314552
Intermediate Similarity	0.7476	NPC473181
Intermediate Similarity	0.7476	NPC174672
Intermediate Similarity	0.7474	NPC288943
Intermediate Similarity	0.7462	NPC469358
Intermediate Similarity	0.7462	NPC220765
Intermediate Similarity	0.7461	NPC34508
Intermediate Similarity	0.7454	NPC86078
Intermediate Similarity	0.7454	NPC472099
Intermediate Similarity	0.7453	NPC264176
Intermediate Similarity	0.7452	NPC470500
Intermediate Similarity	0.7451	NPC77555
Intermediate Similarity	0.7451	NPC267928
Intermediate Similarity	0.7443	NPC24370
Intermediate Similarity	0.7443	NPC319232
Intermediate Similarity	0.7443	NPC227908
Intermediate Similarity	0.7443	NPC202503
Intermediate Similarity	0.744	NPC295898
Intermediate Similarity	0.7438	NPC326634
Intermediate Similarity	0.7437	NPC204385
Intermediate Similarity	0.7434	NPC217554
Intermediate Similarity	0.7433	NPC141353
Intermediate Similarity	0.743	NPC330009
Intermediate Similarity	0.7429	NPC39679
Intermediate Similarity	0.7423	NPC329688
Intermediate Similarity	0.7423	NPC189812
Intermediate Similarity	0.7423	NPC312872
Intermediate Similarity	0.7422	NPC11408
Intermediate Similarity	0.7416	NPC300156
Intermediate Similarity	0.7411	NPC295228

Drug Structure

NPD3003 OpenBabel08211702562D 25 27 0 0 1 0 0 0 0 0999 V2000 0.8417 -4.8274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3001 -5.6699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3695 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3693 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6849 0.9727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5275 -0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5271 1.4598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8429 1.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6847 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8144 -3.1433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8148 -1.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8141 -4.8276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3008 -2.3013 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6847 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6845 0.9734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8425 -0.4864 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 2.3005 -3.9856 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 1.4595 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2732 -2.3015 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 -1.4589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2729 -3.9858 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8421 2.4595 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7596 -1.4594 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 14 2 0 0 0 0 7 15 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 13 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	569
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.17
ALogP	-1.4302
MLogP	3
XLogP	3.248
HDA	3
HBD	3
Rotatable Bonds	9
TPSA	57.28
RO5 Violation	0